Professor of Organic Synthesis

Research and/or Creative Works

Research in our group focuses on the development of new organic reactions and applications of these reactions to the synthesis of complex organic molecules and natural products. The overarching objective of our research is to develop synthetic methods that facilitate the efficient preparation of complex nitrogen-containing heterocyclic compounds from trivial starting materials and to apply these methods to the synthesis of both natural products and non-natural medicinal agents. 

Publications

  • Bayir, A.; Draghici, C.; Brewer, M. “Preparation of Tethered Aldehyde Ynoates and Ynones by Ring Fragmentation of Cyclic gamma-Oxy-beta-hydroxy-alpha-diazo Carbonyls”, J. Org. Chem., 2010, 75 (2), 296-302. [Featured article]
  • Draghici, C.; Huang, Q.; Brewer, M. “An Efficient Synthetic Approach to Polycyclic 2,5-Dihydropyrroles from α-Silyloxy Ketones”, J. Org. Chem., 2009, 74 (21), 8410–8413.
  • Javed, M.I.; Wyman, J.M.; Brewer, M. “Synthesis of Fused and Bridged Bicyclic Diazenium Salts by Intramolecular Cycloaddition”, Org. Lett., 2009, 11(10), 2189-92.
  • Wyman, J.M.; Jochum, S.; Brewer, M. “Chlorodimethylsulfonium Chloride-Mediated Formation of Phenyl-α-chloroazoalkanes”, Synth. Commun., 2008, 38, 3623-3630.
  • Draghici, C.; Brewer, M. “Lewis acid promoted carbon-carbon bond cleavage of δ-silyloxy-β-hydroxy-α-diazoesters”, J. Am. Chem. Soc., 2008, 130(12), 3766-3767.
  • Javed, M.I., Brewer, M. "Diphenyldiazomethane." Org. Synth. 2008, 85, 189-195.
  • Draghici, C., Brewer, M."Lewis Acid Promoted Carbon-Carbon Bond Cleavage of -Silyloxy--hydroxy--diazoesters." J. Am. Chem. Soc. 2008, 130 3766-7.
  • Javed, M.I., Brewer, M. "Diazo Preparation via Dehydrogenation of Hydrazones with 'Activated' DMSO." Org. Lett. 2007, 9, 1789-92.
  • Brewer, M. "Conversion of hydrazones to alkyl chlorides under Swern oxidation conditions." Tetrahedron Lett. 2006, 47, 7731-3.

Awards and Recognition

  • 2008 - National Science Foundation CAREER Award

Areas of Expertise and/or Research

organic chemistry, synthetic methods, total synthesis, natural products

Education

  • Ph.D., University of Wisconsin, Madison, WI, 2002
  • Postdoctoral Fellowship, University of California, Irvine, CA, 2002-2005

Contact

Phone:
  • (802) 656-1042
Office Location:

Discovery W107

Website(s):
  1. http://www.uvm.edu/~mbrewer1/