Dean of the Faculty

Curriculum Vitae

Patrick G. McDougal
Acting Dean of the Faculty
Howard Vollum Professor of Chemistry
Dean’s Office
Reed College
3203 SE Woodstock Blvd.
Portland, Oregon 97202		 Phone: 503/777-7257
Fax: 503/777-7581
mcdougal@reed.edu

Educational Background

B.A. in Chemistry 1974 Hamilton College
Ph.D. in Chemistry 1982 U. of Wisconsin-Madison
  Thesis Advisor: Barry M. Trost
  Thesis Title: "Total Synthesis of Verrucarol and Approaches to Verrucarin A"

Employment History

2011-present Acting Dean of the Faculty, Reed College
2009-present Howard Vollum Professor of Science, Reed College
1997-2009 Professor, Reed College
1996-1997 Visiting Associate Professor, Stanford University
1990-1997 Associate Professor, Reed College
1989-1990 Associate Professor, Georgia Institute of Technology
1983-1989 Assistant Professor, Georgia Institute of Technology
1982-1983 NIH Postdoctoral Trainee in Environmental Toxicology, U. of Wisconsin
1977-1982 Graduate Research Assistant, U. of Wisconsin
1976-1977 Graduate Teaching Assistant, U. of Wisconsin
1974-1976 Assistant Scientist, Hoffman-La Roche, Inc.
1973-1974 Laboratory Assistant, Hamilton College

Current Fields of Interest

Synthetic Organic Chemistry
Synthesis of Biologically Active Compounds

Publications

  1. Trost, B. M.; Ochiai, M.; McDougal, P. G.: Hydroxysulfenylation of Olefins. An Olefin Cleavage with Functional Group Differentiation. J. Amer. Chem. Soc. 1978, 100, 7103-7106.

  2. Rosenberger, M.; McDougal, P. G.; Saucy, G.; Bahr, J.: New Approaches to the Synthesis of Canthaxanthin. Pure Appl. Chem. 1979, 51, 871-886.

  3. Rosenberger, M.; McDougal, P. G.; Bahr, J.: Canthaxanthin. A New Total Synthesis. J. Org. Chem. 1982, 47, 2130-2133.

  4. Rosenberger, M.; McDougal, P. G.: Total Synthesis of 2,2'-Dinorcanthaxanthin. J. Org. Chem. 1982, 47, 2134-2136.

  5. Trost, B. M.; McDougal, P. G.: Total Synthesis of (±)-Verrucarol. J. Amer. Chem. Soc. 1982, 104, 6110-6112.

  6. Trost, B. M.; McDougal, P. G.: Synthesis of Optically Active Verrucarinic Acid Derivatives. Tetrahedron Letters 1982, 23, 5497-5500.

  7. Trost, B. M.; McDougal, P. G.; Rigby, J. H.: Studies Directed Towards Verrucarins: A Synthesis of Verrucarol. An Approach to Verrucarin A. "Current Trends in Organic Synthesis", H. Nozaki; Ed.; IUPAC-Pergamon Press, Oxford, 1983, 45-61.

  8. Trost, B. M.; McDougal, P. G.: Rotational Selectivity in Cyclobutene Ring Openings. Model Studies Directed Toward a Synthesis of Verrucarin A. J. Org. Chem. 1984, 49, 458-468.

  9. Trost, B. M.; McDougal, P. G.; Haller, K. J.: A Tandem Cycloaddition-ene Strategy for the Synthesis of (±)-Verrucarol and (±)-4,11-Diepi-12,13-deoxyverrucarol. J. Amer. Chem. Soc. 1984, 106, 383-395.

  10. McDougal, P. G.; Rico, J. G.: Heteroatom Directed b-Lithiation of a Vinyl Ether. Tetrahedron Letters 1984, 25, 5977-5980.

  11. McDougal, P. G.; Schmuff, N. R.: Chemical Synthesis of the Trichothecenes. Progress in the Chemistry of Organic Natural Products 1985, 47, 153-220.

  12. McDougal, P. G.; Oh, Y. -I.: A Facile Elaboration of Aldehydes to 2-Alkyl-3-Thiophenylfurans. Tetrahedron Letters 1986, 27, 139-142.

  13. McDougal, P.G.; Rico, J. G.; Oh, Y. -I.; Condon, B. D.: A Convenient Procedure for the Monosilylation of Symmetric 1,n-Diols. J. Org. Chem. 1986, 51, 3388-3390.

  14. Trost, B. M.; Belletire, J. L.; Godleski, S.; McDougal, P. G.; Balkovec, J. M.; Baldwin, J. J.; Christy, M. E.; Ponticello, G. S.; Varga, S. L.; Springer, J. P.: On the Use of the O-Methylmandelate Ester for Establishment of Absolute Configuration of Secondary Alcohols. J. Org. Chem. 1986, 51, 2370-2374.

  15. McDougal, P. G.; Rico, J. G.; VanDerveer, D.: b-Lithiation of 2-Alkoxydienes: Use in an Asymmetric Diels-Alder Reaction. J. Org. Chem. 1986, 51, 4492-4494.

  16. McDougal, P. G.; Rico, J. G.; Stereoselective Synthesis and a-Metallation of 1-Alkoxy Polyenes. J. Org. Chem. 1987, 52, 4817-4819.

  17. McDougal, P. G.; Condon, B. D.; Laffossee, M. D., Jr.; Lauro, A. M.; VanDerveer, D.: Diastereoselective Reactions of an Acyclic a-Lithiated Sulfide: A Case of Thermodynamic Control. Tetrahedron Letters 1988, 29, 2547-2550.

  18. McDougal, P. G.; Oh, Y. -I.; VanDerveer, D.: Synthesis of the Furanoheliangolide Ring Skeleton. J. Org. Chem. 1988, 52, 91-97.

  19. McDougal, P. G.; Condon, B. D.: Retention of Configuration in the Desilylative Hydroxyalkylation of a-Silyl Sulfides. Tetrahedron Letters 1989, 30, 789-793.

  20. McDougal, P. G.; Jump, J. M.; Rojas, C. M.; Rico, J. G.: Diels-Alder Reaction of Asymmetric Alkoxy Dienes: Oxygen Versus Sulfur as an Allylic Directing Group. Tetrahedron Letters 1989, 30, 3897-3901.

  21. Kerrigan, J.E.; McDougal, P.G.; VanDerveer, D.: Diastereofacial Selectivity in the Diels-Alder Reaction of 2,3-Dialkoxy-1,3-butadienes. Tetrahedron Letters 1993, 34, 8055-8058.

  22. McDougal, P. G.: Contributed Entries on Four Reagents: 2-Acetoxyacrylonitrile, 2,5-Bis(methoxymethyl)pyrrolidine, 2-Chloroacrylonitrile and Trichloroacetonitrile. "Encyclopedia of Reagents for Organic Synthesis"; John Wiley & Sons: New York, 1995.

  23. Roulett, J.-B.; Xue, H.; Chapman, J.; McDougal, P.; Roullet, C. M.; McCarron, D. A.: Farnesyl Analogs Inhibit Vascoconstriction in Animal and Human Arteries. The Journal of Clinical Investigation 1996, 97, 2384-2390.

  24. Shusterman, A.J.; McDougal, P.G.; Glasfeld, A.: Dry-Column Flash Chromatography. J Chem Ed., 1997, 74, 1222-1223.

  25. Otsuka, K.; Roullet, C.M.; McDougal, P.G.; McCarron, D.A.; Roullet, J.-B.: Protein Carboxyl Methylation Controls Intracellular pH in Human Platelets. Journal of Hypertension , 1998, 16, 1261-1266.

  26. McDougal, P.G., Griffin, J.H.: Enantiotracin. Bioorganic and Medicinal Chemistry Letters, 2003, 13, 2239.

  27. Strassmaier, T.; Uma, R.; Ghatpande, A.S.; Schaffer, M.; Witte, J.; McDougal, P.G.; Brown, R.L; Karpen, J.W.: Modifications to the Tetracaine Scaffold Produce CNG Channel Blockers with Widely Varying Efficacies, J. Med. Chem., 2005, 48, 5805.

Patents

  1. Griffin, John H.; McDougal, Patrick G.. Total synthesis of bacitracin polypeptides. PCT Int. Appl. (1997), Chem. Abst. 128:61797.

Research Grants and Contracts

Awarded

  1. Allylic Ethers as Chiral Building Blocks, Petroleum Research Fund, $15,000.

  2. Directed Lithiation of Dienyl Ethers, Research Corporation, September 1984, $12,000.

  3. Models for Cytostatic Activity: Synthesis of the Budlein Ring Skeleton, Biomedical Research Support Grant, $4,325.

  4. Selective Deprotonation in Acyclic Systems, NSF, January 1987, $171,000 (3 years).

  5. The Synthesis of Congeners and Prodrugs of Anti-AIDS Compounds, as co-investigator, NIH, August 1988, $648,000 (3 years).

  6. Synthesis of the Taxol Ring System, M. J. Murdock Charitable Trust Award of Research Corporation, June 1994, $14,000 (2 years).

  7. Acquisition of a 400 MHz NMR Spectrometer for Use in Research and Research Training at Reed College, PI, NSF, August 2001, $346,396 (3 years).

  8. Acquisition of an Isothermal Titration Microcalorimeter, NSF, co-PI, September 2003, $79500 (3 years).

  9. Farnesol Analogues as Novel Treatment of Alcoholism”, National Institute of Alcohol Abuse and Alcoholism (NIAAA), co-investigator, March 2005, $100,000 (1 year).

Thesis Advising

Georgia Tech: Doctoral Theses (5), Masters Thesis (1)

Reed College: Undergraduate Senior Theses (45)

Honors and Awards

National Research Service Award (NRSA) for Postdoctoral Work, 1982.

Outstanding Teacher Award, Georgia Institute of Technology, 1989.

Abbott Lecturer, Montana State, 2004.

Professional Activities

Member of the American Chemical Society.

Referee for the Journal of the American Chemical Society, Organic Letters, Journal of Organic Chemistry, Organic and Biomolecular Chemistry, Tetrahedron and Tetrahedron Letters.

Referee for NSF, PRF, Research Corporation and MJ Murdock Grants.

Organizer of the 1987 Monie A. Ferst Award Symposium honoring Prof. Gilbert Stork.

Moderator - Georgia Science Olympiad.

Session Chair - National ACS Meetings.

Organic Division Chairman: 1990 Southeast-Southwest Regional ACS meeting.

NSF National Review Panel for Undergraduate Curriculum and Course Development in Engineering, Mathematics and the Sciences 1990,1991.

Member of NSF Workshop on Innovation and Change in Chemistry Instruction, 1992.

Chemistry Participant - Reed College Summer Science Program for High School Students.

Chemistry Section Chair - Oregon Academy of Sciences, 1995/96.

Organic Division Chairman: 1999 Northwest Regional ACS meeting.

Discussion Leader: 2002 Natural Products Gordon Conference.

Judge – INTEL International Science & Engineering Fair, 2004.

Exam Writer for Chemistry GRE Exam, 2004-2008.

Member of the Executive Committee: Portland Section of the American Chemical Society, 1995-96, 98-2011.

Chair of Scholarship Committee, Portland Section of the ACS, 1996, 1998-2010

Member of the Bingham Selection Committee for Transylvania University, 2006-2011, Chair: 2010.

Consultant for Gene Tools, Inc., 2005-present.

Committee Service at Reed College (Partial)

Honor Council, Chair, 1993-94.

Committee on Academic Planning and Policy, 1997-98.

Committee on Advancement and Tenure, 1999-2000, 2002-2005, 2007-2009.

Presidential Search, 2001

Dean of the Faculty Search, Chair, 2009

September, 2012