`
`Exhibit 1
`
`
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`Case 3:14-cv-05499-PGS-LHG Document 41-4 Filed 07/07/15 Page 2 of 17 PageID: 387
`
`CLAYTON H. HEATHCOCK
`Curriculum vitae
`
`
`Addresses
`
`
`Department of Chemistry
`University of California, Berkeley
`Berkeley, CA 94720
`
`5235 Alhambra Valley Road
`Martinez, CA 94553
`
`
`Contact
`
`
`(925) 997-9542
`heathcock@berkeley.edu (email)
`
`
`
`Education
`
`
`
`
`
`
`
`Professional history
`
`
`San Antonio Public Schools, graduated from Brackenridge High School, 1954
`Abilene Christian College; Abilene, TX; B.S., 1958
`University of Colorado; Boulder, CO; Ph.D., 1963
`Columbia University; New York City; Postdoctoral Fellow, 1963-64
`
`Champion Paper & Fibre Company, Pasadena, TX; 1958-60
`University of California; Berkeley, CA; Assistant Professor, 1964-70; Associate Professor, 1970-75; Professor, 1975-2004
`Vice-Chairman, 1972-77; Chairman, 1986-89; Dean, College of Chemistry, 1999-2005, Interim Dean, 2008;
`Gilbert Newton Lewis Professor, 2003-05; Chief Scientist, QB3 Berkeley, California Institute for Quantitative
`Biosciences, 2005-2008; Miller Research Professor, 1982-83, 1991-92; Emeritus Professor, 2005-present
`Merck, Sharp & Dohme, Rahway, NJ; Consultant, 1968-78
`Abbott Laboratories, Abbott Park, IL; Scientific Advisory Committee, 1986-1997
`Medicinal Chemistry A Study Section (NIH); Member, 1979-81; Chair, 1981-83
`Organic Chemistry Division of the American Chemical Society; Executive Committee, 1976-79, 1984-86; Chair, 1985
`Organic Syntheses Editorial Board, 1980-88; Editor-in-Chief, 1986; Board of Directors, 1992-present
`Chair, 1986 Gordon Conference on Stereochemistry
`Editor-in-Chief, Journal of Organic Chemistry, 1989-1999
`Chair, Chemistry Division, American Association for the Advancement of Science, 2000
`Plexxikon, Scientific Advisory Board, 2002-2011
`
`
`Honors
`
`
`
`
`National Science Foundation Predoctoral and Postdoctoral Fellow, 1961-64
`Alfred P. Sloan Foundation Fellow, 1967-69
`Humboldt United States Senior Scientist Award, 1978
`Miller Research Professor, UC Berkeley, 1982-83, 1991-92
`Ernest Guenther Award, American Chemical Society, 1986
`Award for Creative Work in Synthetic Organic Chemistry, American Chemical Society, 1990
`A. C. Cope Scholar Award, American Chemical Society, 1990
`Prelog Medal, ETH, 1991
`Fellow of the American Academy of Arts and Sciences, 1991
`Pfizer Award in Synthetic Organic Chemistry, 1993
`Fellow of the National Academy of Sciences, 1995
`Centenary Medal, Royal Society of Chemistry, 1996
`H. C. Brown Award, American Chemical Society, 2002
`Paul Gassman Award for Distinguished Service, American Chemical Society, 2004
`Fellow of the American Chemical Society (Inaugural Class), 2009
`
`
`
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`Lectureships
`
`
`Georgia Institute of Technology, DuPont Visiting Professor, 1975
`University of Idaho, ITT Rayonier Lecturer, 1976
`Rutgers University, Martin Friedman Lecturer, 1977
`Emory University, Timmie Lecturer, 1978
`University of New Hampshire, Iddles Lecture, 1982
`University of Colorado, Liebig Lecture, 1982
`University of Montreal, Merck Lecture, 1982
`Texas Christian University, Dow Lecturer, 1983
`University of Notre Dame, 1985 Reilly Lecturer
`Yale University, Bergmann Lecturer, 1987
`Greater Manchester Lectureship, University of Salford, 1987
`Hope College, 1988 Parke-Davis Lecturer
`Swiss Federal Institute of Technology, 1991 Prelog Lecturer
`Massachusetts Institute of Technology, 1992 George Büchi Lecturer
`University of Virginia; 1992 Robert Lutz Lecturer
`Nottingham University 1992 SmithKline Beecham Lecturer
`University of Rochester, Victor Chambers Lecturer, 1993
`University of Illinois, 1994 C. S. Marvell Lectureship
`University of Nebraska, Phi Lamda Upsilon, Rho Chapter Lectureship Award, 1995
`University of Michigan, Warner-Lambert Lectureship, 1995
`Royal Society of Chemistry Centenary Lecture, Edinburgh, Scotland, 1996
`University of Sherbrooke, Bio-Mega/Boehringer Ingelheim Lecture, 1997
`R. W. Johnson Research Institute, 1997 PRI Chemistry Lecture, 1997
`Texas A&M, Frontiers in Science Lectures, 1997
`University of Sydney & University of New South Wales, 1998 Howard Lectures
`Kansas University, 50th Frank Burnett Dains Memorial Lecture, 1998
`Texas Tech University, 1st Henry Shine Lecture, 1999
`Ohio State University, Mack Memorial Award Lecture, 2000
`University of Puerto Rico, Pfizer Lecture, 2000
`University of California, Davis, R. B. Miller Memorial Lecturer, 2001
`University of Texas, Mahler Lecture, 2002
`Nagoya University, Hirata Memorial Symposium, 2002
`A. I. Meyers Memorial Symposium, 2008
`Presiding Officer, 100th Anniversary Symposium of the Organic Chemistry Division of the ACS, 2008
`
`
`Research interests
`
`
`Total synthesis of natural products, biomimetic synthesis, development of new synthetic methods, acyclic stereocontrol
`
`Publications
`
`
`286. C. E. Wagner, Q. Wang, A. Melamed, C. R. Fairchild, R. Wild, C. H. Heathcock, “Synthesis and Biological Evaluation
`of Analogs of Altohydrin C (Spongistatin 2),” Tetrahedron, 2008, 64, 124-136.
`
`285. H. S. Christie and C. H. Heathcock, “Total Synthesis of (±)-Halichlorine, (±)-Pinnaic Acid and (±)-Tauropinnaic
`Acid,” Proc. Natl. Acad. Sci. USA, 2004, 101, 12,079-12,084.
`
`284. M. Brito-Arias, R. Pereda-Miranda and C. H. Heathcock, “Synthesis of Tricolorin F,” J. Org. Chem. 2004, 69, 4567-
`4570.
`
`283. C. H. Heathcock, M. McLaughlin, J. Medina, J. L. Hubbs, G. A. Wallace, R. Scott, M. M. Claffey, C. J. Hayes and G.
`L. Ott; “Multigram Synthesis of the C29-C51 Subunit and Completion of the Total Synthesis of Altohyrtin C (Spongistatin
`2),” J. Am. Chem. Soc. 2003, 125, 12,844-12,849.
`
`282. J. L. Hubbs and C. H. Heathcock; “A Second-Generation Synthesis of the C1-C28 Portion of the Altohyrtins
`(Spongistatins),” J. Am. Chem. Soc.2003, 12,836-12,843.
`
`281. B. Kedrowski and C. H. Heathcock, “Thiazoline Ring Formation From 2-Methylcysteines And 2 Halomethyl-
`alanines,” Heterocycles 2002, 58, 601-634.
`
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`280. D. Skyler and C. H. Heathcock, " The Pyridoacridine Family Tree - A Useful Scheme for Designing Synthesis and
`Predicting Undiscovered Natural Products," J. Nat. Prod. 2002, 65, 1573 1581.
`
`279. J. D. Fell and C. H. Heathcock, "Oxidative Fragmentation of Pregna-14,16-dien-20-ones to 14-Hydroxyandrost-15-en-
`17-ones," J. Org. Chem. 2001, 67, 4742-4746.
`
`278. C. M. Blazey and C. H. Heathcock, “Regiochemistry in 1,3-Dipolar Cycloadditions of the Azomethine Ylide Formed
`from Diethyl Aminomalonate and Paraformaldehyde,” J. Org. Chem. 2002, 67, 298-300.
`
`277. D. Skyler and C. H. Heathcock, "A Simple Biomimetic Synthesis of Styelsamine B,” Org. Lett. 2001, 3, 4323-4324.
`
`276. M. M. Hinman and C. H. Heathcock, “A Synthetic Approach to the Stemona Alkaloids”, J. Org. Chem., 2001, 66,
`7751-7756.
`
`275. G. A. Wallace and C. H. Heathcock, “Further Studies of the Daphniphyllum Alkaloid Polycyclization Cascade,” J.
`Org. Chem. 2001, 66, 450-454.
`
`274. G. A. Wallace, R. W. Scott and C. H. Heathcock, “Synthesis of the C29-C44 Portion of Spongistatin 1 (Altohyrtin
`A)”, J. Org. Chem. 2000, 65, 4145-4152.
`
`273. K. Yamamoto and C. H. Heathcock, “α,β-Epoxy Vinyl Triflates in Pd-Catalyzed Reactions,” Org. Lett. 2000, 2, 1709-
`1712.
`
`272. M. A. Toczko and C. H. Heathcock, “Total Synthesis of (±)-Aspidospermidine, “ J. Org. Chem. 2000, 65, 2642-2645.
`
`271. B. Raimundo and C.H. Heathcock, “Synthesis of a Model for C7-C13 of Lankamycin,” Org. Lett. 2000, 2, 27.
`
`270. G. R. Ott and C. H. Heathcock, “A Method for Constructing the C44-C55 Side Chain of Altohyrtin C, “Org. Lett.
`1999, 1, 1475.
`
`269. J. L. Hubbs and C. H. Heathcock, “Total Synthesis of (±)-Isoschizogamine,” Org. Lett. 1999, 1, 1315.
`
`268. M. M. Claffey, C. J. Hayes and C. H. Heathcock, “Synthesis of the C1-C28 Portion of Spongistatin 1 (Altohyrtin A),”
`J. Org. Chem. 1999, 64, 8267.
`
`267. J. F. Liu and C. H. Heathcock, “Total Synthesis of (±)-Cylindricines A and B,” J. Org. Chem. 1999, 64, 8263.
`
`266. S. Chi and C. H. Heathcock, “Total Synthesis of Preussomerins G and I,” Org. Lett. 1999, 1, 3.
`
`265. A. K. Mapp and C. H. Heathcock, “Total Synthesis of Myxalamide A,” J. Org. Chem. 1999, 64, 23.
`
`264. K. M. Aubart and C. H. Heathcock, “A Biomimetic Approach to the Discorhabdin Alkaloids: Total Syntheses of
`Discorhabdins C and E and Dethiadiscorhabdin D,” J. Org. Chem. 1999, 64, 16.
`
`263. D.J. Denhart, D. A. Griffith and C. H. Heathcock, “Synthesis of the Tricyclic Core of Sarain A. Use of Formaldehyde
`in an Intramolecular Grigg Azomethine Ylid Cyclization,” J. Org. Chem. 1998, 63. 9616.
`
`262. R. W. Scott, J. Epperson and C. H. Heathcock, "Total Synthesis of Petrosin, Petrosin A and Petrosin B," J. Org. Chem.
`1998, 63, 5001.
`
`261. C. H. Heathcock, R. C. D. Brown and T. Norman, "Total Synthesis of Petrosin C and D," J. Org. Chem. 1998, 63,
`5013.
`
`260. P.W. Crawford, J. Gross, K. Lawson, C. C. Cheng, Q. Dong, F. Liu, Y. L. Luo, B. G. Szczepankiewicz and C. H.
`Heathcock, “Electrochemical Properties of Some Biologically Active Quinone Derivatives. Furanquinones, Pyridoquinones
`and Diplamine, A Cytotoxic Pyridoacridine Alkaloid,” J. Electrochemical Soc. 1997, 144, 3710.
`
`259. D. P. Larson and C. H. Heathcock, “The Total Synthesis of Tricolorin A,” J. Org. Chem. 1997, 62, 8406.
`
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`258. B. G. Szczepankiewicz and C. H. Heathcock, “A Novel Method for Suppression of the Abnormal Fischer Indole
`Synthesis,” Tetrahedron 1997, 53, 8853.
`
`257. C. J. Hayes and C. H. Heathcock, “A Method for Constructing the C18-C28 Dispiroacetal Moiety of Altohyrtin A,” J.
`Org. Chem. 1997, 62, 2678.
`
`256. R. Parsons and C. H. Heathcock, “Total Synthesis of (–)-Tantazole B,” Synlett. 1996, 12, 1168.
`
`255. K. A. Marshall, A. K. Mapp and C. H. Heathcock, “Synthesis of a 2,7-Dioxatricyclo[4.2.1.03,8]nonane; A Model Study
`for Possible Application in a Synthesis of Dictyoxetane,” J. Org. Chem. 1996, 61, 9135.
`
`254. S. Caron, D. Stoermer, A. K. Mapp and C. H. Heathcock, “Total Synthesis of Zaragozic Acid A (Squalestatin S1).
`Synthesis of a Relay Compound,” J. Org. Chem. 1996, 61, 9126.
`
`253. D. Stoermer, S. Caron and C. H. Heathcock, “Total Synthesis of Zaragozic Acid A (Squalestatin S1). Degradation to a
`Relay Compound and Reassembly of the Natural Product,” J. Org. Chem. 1996, 61, 9115.
`
`252. C. H. Heathcock, “Nature Knows Best; An Amazing Reaction Cascade is Uncovered by Design and Discovery,” Proc.
`Natl. Acad. Sci. USA, 1996, 93, 14323.
`
`251. M. C. Claffey and C. H. Heathcock, “A Method for Constructing the C2-C12 Dispiroacetal Moiety of Altohyrtin A,”
`J. Org. Chem. 1996, 61, 7646.
`
`250. R. W. Scott and C. H. Heathcock, “An Efficient Synthesis of 3,4,6-tri-O-benzyl-2-C-methyl-D-glucal,” Carbohydrate
`Research, 1996 ,291, 205-208.
`
`249. M. A. Brimble, C. H. Heathcock and G. N. Nobin, “Synthesis and Ene Reactions of Di-(-)-menthyl Diazene-
`dicarboxylate," Tetrahedron: Asymmetry, 1996, 7, 2007.
`
`248. D. P. Larson and C. H. Heathcock, “Synthesis of the Macrolactone Disaccharide Subunit of Tricolorin A,” J. Org.
`Chem. 1996, 61, 5208.
`
`247. C. H. Heathcock, “As We Head Into the 21st Century, is There Still Value in Total Synthesis of Natural Products as a
`Research Endeavor?,” in Chemical Synthesis: Gnosis to Prognosis, eds. C. Chatgilialoglu and V. Snieckus, Kluwwer:
`Dordrecht, 1996.
`
`246. S. Caron, A. I. McDonald and C. H. Heathcock, “An Improved Synthesis of 1,6-Anhydro-2,3-di-O-benzyl-β-D-
`glucopyranos-4-ulose,” J. Carbohydrate Res. 1996, 281, 179.
`
`245. T. S. McDermott, A. Mortlock and C. H. Heathcock, “Total Syntheses of (-)-Papuamine and (-)-Haliclonadiamine,” J.
`Org. Chem. 1996, 61, 700.
`
`244. B. C. Raimundo and C. H. Heathcock, “Further Studies on the Anti-Aldol Reaction of Chiral Imides,” Synlett. 1995,
`1213.
`
`243. C. H. Heathcock, M. Clasby, D. A. Griffith, B. R. Henke and M. J. Sharp, “Progress Toward the Synthesis of Sarain
`A,” Synlett. 1995, 467.
`
`242. S. Caron, A. I. McDonald and C. H. Heathcock, “Synthesis of 1-Substituted and 1,4-Disubstituted 2,3-di-O-benzyl-
`1,6-anhydrogalactofuranoses,” J. Org. Chem. 1995, 61, 2780.
`
`241. D. A. Griffith and C. H. Heathcock, “Progress Toward the Synthesis of Sarain A: An Unanticipated Rearrangement,”
`Tetrahedron Letters, 1995, 36, 2381.
`
`240. C.H. Heathcock, J. C. Kath and R. B. Ruggeri, “Daphniphyllum Alkaloids 16. Total Synthesis of (+)-
`Codaphniphylline,” J. Org. Chem. 1995, 60, 1120.
`
`239. C. H. Heathcock and D. Joe, “Daphniphyllum Alkaloids 17. A Possibly Biomimetic Transformation of the
`Secodaphnane to the Daphnane Skeleton,” J. Org. Chem. 1995, 60, 1131.
`
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`238. A. V. Vorobjev, M. M. Shakirov, V. A. Raldugin and C. H. Heathcock “Conformational Analysis of the 10- and 13-
`Hydroxy Derivatives of Cembrene,” J. Org. Chem. 1995, 60, 63.
`
`237. M. J. Munchhof and C. H. Heathcock, “Total Synthesis of ACRL Toxin IIIb; A Protocol for Parlaying Aldols into
`Synthons Containing Three Stereocenters Having an [n, n+1, n+4] Relationship,” J. Org. Chem. 1994, 59, 7566.
`
`236. C. H. Heathcock and S. C. Smith, “Synthesis and Biological Activity of Unsymmetrical Bis-steroidal Pyrazines
`Related to the Cytotoxic Marine Natural Product Cephalostatin 1,” J. Org. Chem.1994, 59, 6828.
`
`235. R. W. Scott, J. R. Epperson and C. H. Heathcock, “Total Synthesis of Petrosin,” J. Am. Chem. Soc. 1994, 116, 8853.
`
`234. R. L. Parsons, Jr. and C. H. Heathcock, “Total Synthesis of (–)-Thiangazole, a Naturally Occurring HIV-1 Inhibitor,”
`J. Org. Chem. 1994, 58, 4733.
`
`233. B. G. Szczepankiewicz and C. H. Heathcock, “Total Synthesis of Diplamine, A Strongly Cytotoxic Pyridoacridine
`Alkaloid from a Pacific Tunicate,” J. Org. Chem. 1994, 59, 3512.
`
`232. M. J. Sharp and C. H. Heathcock, “An Unusual Isomerization Under Lawesson Thiation Conditions,” Tetrahedron
`Lett. 1994, 35, 3651.
`
`231. R. L. Parsons, Jr. and C. H. Heathcock, “Revision of the Stereostructure of Mirabazole C,” Tetrahedron Lett. 1994,
`35, 1379.
`
`230. R. L. Parsons, Jr. and C. H. Heathcock, “Total Synthesis of Mirabazole B,” Tetrahedron Lett. 1994, 35, 1383.
`
`229. A. Ganesan and C. H. Heathcock, “Synthesis of Unsymmetrical Pyrazines by Reaction of 1,4 Diazabutadienes with
`Enamines, J. Org. Chem. 1993, 58, 6155.
`
`228. D. L. Clark and C. H. Heathcock, “Studies on the Alkylation of Chiral Enolates: Application toward the Total
`Synthesis of Discodermolide,” J. Org. Chem. 1993, 58, 5878.
`
`227. M. A. Brimble and C. H. Heathcock, “Allylic Amination by the Lewis-Acid-Mediated Ene Reaction of Diethyl
`Azodicarboxylate with Alkenes, J. Org. Chem. 1993, 58, 5261.
`
`226. U.S. PATENT NO. 5.208,258 “Antihypercholesterolemic Compounds and Synthesis Thereof” Inventors: C. H.
`Heathcock, T. J. Rosen, issued May 4, 1993.
`
`225. D. S. Stoermer and C. H. Heathcock, “Total Synthesis of (–)-Alloaristoteline, (–)-Serratoline and (+)-Aristotelone,” J.
`Org. Chem. 1993, 58, 564.
`
`224. N. C. Ihle and C. H. Heathcock, “Palladium-Catalyzed Intramolecular Alkyne-Carbon Monoxide Alkene Insertion
`Cascade for Synthesis of α-Methylenecyclopentenones,” J. Org. Chem. 1993, 58, 560.
`
`223. P. D. Theisen and C. H. Heathcock, “Prochiral Recognition in the Reaction of 3-Substituted Glutaric Anhydrides with
`Chiral Secondary Alcohols,” J. Org. Chem. 1993, 58, 142.
`
`222. A. Ganesan and C. H. Heathcock, “A Stereochemical Test of the Mechanism of Electrophilic Substitution in 3-
`Substituted Indoles,” Tetrahedron Lett. 1993, 34, 439.
`
`221. B. R. Henke, A. J. Kouklis and C. H. Heathcock, “The Intramolecular 1,3-Dipolar Cycloaddition of Stabilized
`Azomethine Ylides to Unactivated Dipolarophiles,” J. Org. Chem. 1992, 57, 7056.
`
`220. M. J. Munchhof and C. H. Heathcock, “The Stereochemistry of Enolate Formation in THF-Hexane Mixtures,”
`Tetrahedron Lett. 1992, 33, 8005.
`
`219. S. C. Smith and C. H. Heathcock, “A Convenient Procedure for the Synthesis of bis-Steroidal Pyrazines: Models for
`the Cephalostatins,” J. Org. Chem. 1992, 57, 6379.
`
`218. S. K. Thompson and C. H. Heathcock, “Total Synthesis of Some Marasmane and Lactarane Sesquiterpenes,” J. Org.
`Chem. 1992, 57, 5979.
`
`
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`217. R. S. C. Lopes, C. Lopes and C. H. Heathcock, “Synthesis of Pancratistatin Models,” Tetrahedron Lett. 1992, 33,
`6775.
`
`216. M. A. Walker and C. H. Heathcock, “Total Synthesis of (–)-Mirabazole C,” J. Org. Chem. 1992, 57, 5566.
`
`215. C. H. Heathcock, “The Enchanting Alkaloids of Yuzuriha,” Angew. Chem. 1992, 104, 675; Angew. Chem. Int. Ed.
`Engl. 1992, 31, 665.
`
`214. S. M. Kerwin and C. H. Heathcock, “Remote Oxidation of Perhydrophenanthrenes by Template Directed Hydrogen
`Atom Abstraction,” J. Org. Chem. 1992, 57, 4005.
`
`213. C. H. Heathcock, R. B. Ruggeri and K. F. McClure, “Daphniphyllum Alkaloids. 15. Total Synthesis of (±)-Methyl
`Homodaphniphyllate and (±)-Daphnilactone A,” J. Org. Chem. 1992, 57, 2585.
`
`212. C. H. Heathcock, J. A. Stafford and D. L. Clark, “Daphniphyllum Alkaloids. 14. Total Synthesis of (±)-
`Bukittinggine,” J. Org. Chem. 1992, 57, 2575.
`
`211. C. H. Heathcock and J. A. Stafford, “Daphniphyllum Alkaloids. 13. Total Synthesis of (–)- Secodaphniphylline,” J.
`Org. Chem. 1992, 57, 2566.
`
`210. C. H. Heathcock, S. Piettre, R. B. Ruggeri, J. A. Ragan and J. C. Kath, “Daphniphyllum Alkaloids. 12. A Proposed
`Biosynthesis of the Pentacyclic Skeleton proto-Daphniphylline, J. Org. Chem. 1992, 57, 2554.
`
`209. C. H. Heathcock, M. M. Hansen, R. B. Ruggeri and J. C. Kath, “Daphniphyllum Alkaloids. 11. Biomimetic Total
`Synthesis of Methyl Homosecodaphniphyllate. Development of the Tetracyclization Reaction,” J. Org. Chem. 1992, 57,
`2544.
`
`208. C. H. Heathcock, S. K. Davidsen, Sander Mills and Mark A. Sanner “Daphniphyllum Alkaloids. 10. Classical Total
`Synthesis of Methyl Homodaphniphyllate,” J. Org. Chem. 1992, 57, 2531.
`
`207. C. H. Heathcock, “Modern Enolate Chemistry: Regio-and Stereoselective Formation of Enolates and the
`Consequence of Enolate Configuration on Subsequent Reactions,” Modern Synthetic Methods, 1992, 6, 1.
`
`206. M. A. Walker and C. H. Heathcock, “Extending the Scope of the Evans Asymmetric Aldol Reaction: Preparation of
`anti and ‘non-Evans’ syn Aldols,” J. Org. Chem. 1991, 56, 5748.
`
`205. C. H. Heathcock, “The Aldol Reaction: Acid and General Base Catalysis,” In Comprehensive Organic Synthesis, B.
`M. Trost and I. Fleming, Eds. Pergamon Press: Oxford, 1991.
`
`204. C. H. Heathcock, “The Aldol Reaction: Preformed Group I and Group II Enolates,” In Comprehensive Organic
`Synthesis, B. M. Trost and I. Fleming, Eds. Pergamon Press: Oxford, 1991.
`
`203. N. Van Draanen, S. Arseniyadis, M. T. Crimmins and C. H. Heathcock, “Protocols for the Preparation of each of the
`four Possible Stereoisomeric α-Alkyl-β-Hydroxy Carboxylic Acids from a Single Chiral Aldol Reagent,” J. Org. Chem.
`1991, 56, 2499.
`
`202. C. H. Heathcock, “Understanding and Controlling Diastereofacial Selectivity in Carbon-Carbon Bond-Forming
`Reactions,” Aldrichimica Acta, 1990, 23, 99.
`
`201. I. Mori, K. Ishihara, L. A. Flippin, K. Nozaki, H. Yamamoto, P. A. Bartlett and C. H. Heathcock, “On the Mechanism
`of Lewis-Acid-Mediated Nucleophilic Substitution Reactions of Acetals,” J. Org. Chem. 1990, 55, 6107.
`
`200. I. Mori, P. A. Bartlett and C. H. Heathcock, “Stereoselective Additions of Nucleophilic Alkenes to Chiral Thionium
`Ions,” J. Org. Chem. 1990, 55, 5966.
`
`199. D. A. Oare and C. H. Heathcock, “Acyclic Stereocontrol in Michael Addition Reactions of Enamines and Enol
`Ethers,” Topics in Stereochemistry, E. L. Eliel and S. H. Wilen, Eds. 1991, 20, 87.
`
`198. J. A. Stafford and C. H. Heathcock, “Asymmetric Total Synthesis of (–)-Secodaphniphylline,” J. Org. Chem. 1990,
`55, 5433.
`
`
`
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`197. U.S. PATENT NO. 4,950,775 “Antihypercholesterolemic Compounds and Synthesis Thereof” Inventors: C. H.
`Heathcock, T. J. Rosen, issued August 21, 1990.
`
`196. C. H. Heathcock, S. Piettre and J. Kath, “Mechanistic Investigations of a Biomimetic Polycyclization Process that
`leads to the Daphniphyllum Alkaloids,” Pure & Applied Chem. 1990, 62, 1911.
`
`195. S. H. Montgomery, M. C. Pirrung and C. H. Heathcock, “De Novo Synthesis of Carbohydrates by Stereoselective
`Aldol Reaction: L-Cladinose,” Carbohyd. Res. 1990, 202, 13.
`
`194. S. Piettre and C. H. Heathcock, “Biomimetic Total Synthesis of Proto-Daphniphylline,” Science, Washington. D. C.
`1990, 248, 1532.
`
`193. R. Ruggeri and C. H. Heathcock, “Biomimetic Total Synthesis of (±)-Methyl Homodaphniphyllate,” J. Org. Chem.
`1990, 55, 3714.
`
`192. J. G. Stack, J. J. Doney, R. G. Bergman and C. H. Heathcock, “Rhenium 2-Oxoalkyl (Enolate) Complexes: Synthesis
`and Carbon-Carbon Bond Forming Reactions with Nitriles,” Organometallics, 1990, 9, 453.
`
`191. S. K. Thompson and C. H. Heathcock, “Effect of Cation, Temperature and Solvent on the Stereoselectivity of the
`Horner-Emmons Reaction of Trimethyl Phosphonoacetate with Aldehydes,” J. Org. Chem. 1990, 55, 3386.
`
`190. S. K. Thompson and C. H. Heathcock, “Total Synthesis of (±)-Isovelleral, a Mutagenic Sesquiterpene Dialdehyde
`from Lactarius Vellereus,” J. Org. Chem. 1990, 55, 3004.
`
`189. J. G. Stack, R. D. Simpson, F. J. Hollander, R. G. Bergman and C. H. Heathcock, “Carbon-Carbon Bond Forming
`Reactions of Rhenium Enolates with Terminal Alkenes. Evidence for an Alkyne C–H Oxidative Addition Mechanism and
`Observation of Highly Stereoselective Base-Catalyzed Proton Transfer Reactions in Rhenium Metallacycles,” J. Am. Chem.
`Soc. 1990, 112, 2716.
`
`188. C. H. Heathcock, M. H. Norman and D. A. Dickman, “Total Synthesis of (±)-Vallesamidine,” J. Org. Chem. 1990, 55,
`798.
`
`187. I. Mori, K. Ishihara and C. H. Heathcock, “New Stereoselective Propanal/Propanoic Acid Synthons for Aldol
`Reactions,” J. Org. Chem. 1990 55, 1114.
`
`186. E. R. Burkhardt, R. G. Bergman and C. H. Heathcock, “Synthesis and Reactions of Nickel and Palladium Carbon-
`Bound Enolate Complexes,” Organometallics 1990,9, 30.
`
`185. H. Danda, M. M. Hansen and C. H. Heathcock, “Reversal of Stereochemistry in the Aldol Reactions of a Chiral Boron
`Enolate,” J. Org. Chem. 1990, 55, 173.
`
`184. D. A. Oare and C. H. Heathcock, “Stereochemistry of the Michael Addition of Ester and Ketone Enolates to α,β-
`Unsaturated Ketones,” J. Org. Chem. 1990, 55, 157.
`
`183. D. A. Oare, M. A. Henderson, M. A. Sanner and C. H. Heathcock, “The Stereochemistry of the Michael Addition of
`N,N-Disubstituted Amide and Thioamide Enolates to α,β-Unsaturated Ketones,” J. Org. Chem. 1990, 55, 132.
`
`182. C. H. Heathcock, D. A. Dickman and M. H. Norman, “An Approach to the Total Synthesis of (3H)-Indoline
`Alkaloids,” in Proceedings of the First Chulabhorn Science Congress 1987 International Congress of Natural Procucts,
`Volume III, H. R. H. Chulabhorn Mahidol, Ed. Chulabhorn Foundation: Bangkok, 1989.
`
`181. D. A. Oare and C. H. Heathcock, “Stereochemistry of the Michael Reaction,” Topics in Stereochemistry, E. L. Eliel
`and S. H. Wilen, Eds. 1989, 19, 227.
`
`180. K. Ishihara, H. Yamamoto and C. H. Heathcock, “Diastereoselective Aldol Synthesis using Acetal Templates,”
`Tetrahedron Lett. 1989, 30, 1825.
`
`179. C. H. Heathcock, T. A. Blumenkopf and K. M. Smith, “Total Synthesis of (±)-Fawcettimine,” J. Org. Chem. 1989, 54,
`1548.
`
`
`
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`178. R. B. Ruggeri, K. F. McClure and C. H. Heathcock, “Total Synthesis of (±)-Daphnilactone A: A Novel Fragmentation
`Reaction,” J. Am. Chem. Soc. 1989, 111, 1530.
`
`177. D. A. Dickman and C. H. Heathcock “Total Synthesis of (±)-Vallesamidine,” J. Am. Chem. Soc. 1989, 111, 1528.
`
`176. G. A. Slough, R. G. Bergman and C. H. Heathcock, “Synthesis of η1-Oxygen-Bound Rhodium Enolates. Applications
`to Catalytic Aldol Chemistry,” J. Am. Chem. Soc. 1989, 111, 938.
`
`175. R. B. Ruggeri and C. H. Heathcock, “A Proposal for the Biosynthesis of the Daphniphyllum Alkaloids,” Pure &
`Applied Chem. 1989, 61, 289.
`
`174. C. H. Heathcock, B. R. Davis and C. R. Hadley, “Synthesis and Biological Evaluation of a Monocyclic, Fully
`Functional Analog of Compactin,” J. Med. Chem. 1989, 32, 197.
`
`173. R. B. Ruggeri, M. M. Hansen and C. H. Heathcock, “Total Synthesis of Methyl (±)-Homosecodaphniphyllate: A
`Highly Efficient Tetracyclization Reaction,” J. Am. Chem. Soc. 1988, 110, 8734.
`
`172. M. A. Henderson and C. H. Heathcock, “Acyclic Stereoselection. 44. Diastereoselectivity in the Orthoester Claisen
`Rearrangement of Chiral Propargylic Alcohols. Use of β-Allenic Esters as Chiral Methylmalonaldehyde Synthons,” J. Org.
`Chem. 1988, 53, 4736.
`
`171. S. Hoagland, Y. Morita, D. L. Bai, H.-P. Märki, K. Kees, L. Brown and C. H. Heathcock, “Acyclic Stereoselection.
`43. Stereoselective Synthesis of the C-8 to C-15 Moiety of Erythronolide A,” J. Org. Chem. 1988, 53, 4730.
`
`170. M. H. Norman and C. H. Heathcock, “An Improved Synthesis of N-Benzyl-5-ethyl-1,2,3,4-tetrahydropyridine,” J.
`Org. Chem. 1988, 53, 3370.
`
`169. P. D. Theisen and C. H. Heathcock, “Improved Procedure for Preparation of Optically-Active 3-Hydroxyglutarate
`Monoesters and 3-Hydroxy-5-oxoalkanoic Acids,” J. Org. Chem. 1988, 53, 2374.
`
`168. C. H. Heathcock, B. L. Finkelstein, E. T. Jarvi, P. A. Radel and C. R. Hadley, “1,4- and 1,5-Stereoselection by
`Sequential Aldol Addition to α,β-Unsaturated Aldehydes followed by Claisen Rearrangement. Application to the Total
`Synthesis of the Vitamin-E Side Chain and the Archaebacterial C40 Diol,"J. Org. Chem. 1988, 53, 1922.
`
`167. E. R. Burkhardt, J. J. Doney, G. A. Slough, J. M. Stack, C. H. Heathcock and R. G. Bergman, “Carbon-Carbon Bond
`Forming Reactions of Organotransition Metal Enolate Complexes,” Pure & Applied Chem. 1988, 60, 1.
`
`166. C. H. Heathcock, Ed. Organic Syntheses, Vol. 68, 1988, John Wiley: New York.
`
`165. R. B. Ruggeri and C. H. Heathcock, “Synthesis of Polycyclic Lactam and Lactone Ethers by Intramolecular
`Reformatsky Reactions. A Model for Construction of the Daphnilactone A Ring System,” J. Org. Chem. 1987, 52, 5745.
`
`164. I. Mori, P. A. Bartlett and C. H. Heathcock, “High Diastereofacial Selectivity in Nucleophilic Additions to Chiral
`Thionium Ions,” J. Am. Chem. Soc. 1987, 109, 7199.
`
`163. C. H. Heathcock, C. R. Hadley, T. Rosen, P. D. Theisen and S. J. Hecker, “Total Synthesis and Biological Evaluation
`of Structural Analogs of Compactin and Dihydromevinolin,” J. Med. Chem. 1987, 30, 1858.
`
`162. M. M. Hansen, P. A. Bartlett and C. H. Heathcock, “Preparation and Reactions of an Alkylzinc Enolate,”
`Organometallics 1987, 6, 2069.
`
`161. E. R. Burkhardt, J. J. Doney, J. G. Stack, C. H. Heathcock and R. G. Bergman, “Formation of Carbon-Carbon Bonds
`Using Organotransition Metal Enolate Complexes,” J. Mol. Catalysis 1987, 41, 41.
`
`160. E. P. Lodge and C. H. Heathcock, “Steric Effects, as Well as σ*-Orbital Energies, are Important in Diastereoface
`Differentiation in Additions to Chiral Aldehydes,” J. Am. Chem. Soc. 1987, 109, 3353.
`
`159. E. P. Lodge and C. H. Heathcock, “On The Origin of Diastereofacial Selectivity in Additions to Chiral Aldehydes and
`Ketones: Trajectory Analysis,” J. Am. Chem. Soc. 1987, 109, 2819.
`
`
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`158. S. M. Kerwin, A. G. Paul and C. H. Heathcock, “Quassinoid Synthesis. 2. Preparation of a Tetracyclic Intermediate
`Having the Bruceantin Tetrahydrofuran Ring,” J. Org. Chem. 1987, 52, 1686.
`
`157. E. R. Burkhardt, J. J. Doney, R. G. Bergman and C. H. Heathcock, “Tungsten and Molybdenum 2 oxallyl (η1-(C)-
`Enolate) Complexes: Functional Group Transformations, Photochemical Aldol Reactions and Alkyne/CO Migratory
`Insertion Reactions,” J. Am. Chem. Soc. 1987, 109, 2022.
`
`156. M. H. Norman and C. H. Heathcock, “Novel Transformations Leading to 3-Benzylindolizidin-2 ones,” J. Org. Chem.
`1987, 52, 226.
`
`155. C. H. Heathcock and T. W. von Geldern, “Total Synthesis of Norsecurinine,” Heterocycles 1987, 25, 75.
`
`154. D. A. Oare and C. H. Heathcock, “Influence of Enolate Geometry on the Stereochemistry of Michael Additions to
`Ketone Enolates to a,b-Unsaturated Ketones,” Tetrahedron Lett. 1986, 27, 6169.
`
`153. C. H. Heathcock and P. A. Radel, “Total Synthesis of a Slightly Unnatural Product: Confirmation of the
`Stereostructure of the Archaebacterial C40 Diol by Synthesis of a Stereoisomer,” J. Org. Chem. 1986, 51, 4323.
`
`152. C. H. Heathcock, S. K. Davidsen, S. Mills and M. A. Sanner, “Total Synthesis of Methyl Homodaphniphyllate,” J.
`Am. Chem. Soc. 1986, 108, 5650.
`
`151. C. H. Heathcock, K. M. Smith and T. A. Blumenkopf, “Total Synthesis of (±)-Fawcettimine (Burnell's Base A),” J.
`Am Chem. Soc. 1986, 108, 5022.
`
`150. C. H. Heathcock, S. K. Davidsen, K. T. Hug and L. A. Flippin, “Acyclic Stereoselection. 36. Simple
`Diastereoselection in the Lewis Acid Mediated Reactions of Enolsilanes with Aldehydes,” J. Org. Chem. 1986, 51, 3027.
`
`149. S. J. Hecker and C. H. Heathcock, “Total Synthesis of (+)-Dihydromevinolin,” J. Am. Chem. Soc. 1986, 108, 4586.
`
`148. C. H. Heathcock and S. Arseniyadis, “Acyclic Stereoselection. 35. Effect of Cation on Diastereofacial Selectivity in
`Aldol Reactions of a Chiral α-Silyloxy Ketone,” Tetrahedron Lett. 1985, 26, 6009.
`
`147. C. H. Heathcock and D. E. Uehling, “Stereoselection in the Michael Addition Reaction. 4. Diastereofacial Preferences
`in Lewis Acid Mediated Additions of Enolsilanes to Chiral Enones,” J. Org. Chem. 1986, 51, 279.
`
`146. A. Streitwieser, Jr. and C. H. Heathcock, Introduction to Organic Chemistry, 3rd Edition, MacMillan Publishing Co.
`Inc. 1985.
`
`145. S. K. Davidsen and C. H. Heathcock, “A Convenient Method for the Preparation of Bicyclo[3.3.0]oct-1-en-3-one,”
`Synthesis 1986, 842.
`
`144. C. H. Heathcock, J. J. Doney and R. G. Bergman, “The Synthesis and Carbon-Carbon Bond-Forming Reactions of
`Tungsten, Molybdenum and Rhenium Enolates, Pure & Applied Chemistry 1985, 57, 1789.
`
`143. T. J. Rosen and C. H. Heathcock, “The Synthesis of Mevinic Acids,” Tetrahedron 1986, 42, 4909.
`
`142. S. J. Hecker and C. H. Heathcock, “An Approach to the Synthesis of Mevinolin Based on Intramolecular Diels-Alder
`Cycloaddition,” J. Org. Chem. 1985, 50, 5159.
`
`141. C. H. Heathcock, B. L. Finkelstein, T. Aoki and C. D. Poulter, “Stereostructure of the Archaebacterial C40 Diol,”
`Science, Washington, D.C. 1985, 229, 862.
`
`140. K. Takai and C. H. Heathcock, “Acyclic Stereoselection. 32. Synthesis and Characterization of the Diastereomeric
`(4S)-Pentane-1,2,3,4-Tetraols,” J. Org. Chem. 1985, 50, 3247.
`
`139. C. H. Heathcock and D. A. Oare, “Stereoselection in the Michael Addition Reaction. 3. The relationship between Ester
`Enolate Geometry and Adduct Stereochemistry in the Kinetic Michael Reaction of Lithium Enolates with Enones,” J. Org.
`Chem. 1985, 50, 3022.
`
`138. C. H. Heathcock, M. A. Henderson, D. A. Oare and M. A. Sanner, “Stereoselection in the Michael Addition Reaction.
`2. Stereochemistry of the Kinetic Michael Reaction of Amide Enolates with Enones,” J. Org. Chem. 1985, 50, 3019.
`
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`137. P. J. Connolly and C. H. Heathcock, “An Approach to the Total Synthesis of Dendrobine,” J. Org. Chem. 1985, 50,
`4135.
`
`136. Jeffrey J. Doney, R. G. Bergman and C. H. Heathcock, “Synthesis, Structure and C-C Bond Forming Reactions of
`Carbon-Bound Molybdenum, Tungsten and Rhenium Enolates. Detection of an η3-Oxaallyl Intermediate,” J. Am. Chem.
`Soc. 1985, 107, 3724.
`
`135. C. H. Heathcock, M. H. Norman and D. E. Uehling, “Stereoselection in the Michael Addition Reaction. 1. The
`Mukaiyama-Michael Reaction,” J. Am. Chem. Soc. 1985, 107, 2797.
`
`134. C. H. Heathcock and S. H. Montgomery, “Acyclic Stereoselection. 28. Use of Stereoselective Aldol Methodology in
`the Total Synthesis of Cladinose,” Tetrahedron Lett. 1985, 26, 1001.
`
`133. T. Rosen and C. H. Heathcock, “Synthetic