Novel α-anilino carboxylic acids and N-heterocycles from organoboron compounds

ORGN 114

Nicos A. Petasis, petasis@usc.edu, Malgorzata Myslinska, Charles T. R. Heffern, and George J. F. Wang. Department of Chemistry and Loker Hydrocarbon Research Institute, University of Southern California, Los Angeles, CA 90089-1661
Polyfunctional amino acids are important synthetic targets both due to their multifaceted biological properties, but also as intermediates for the synthesis of a variety of natural products, as well as pharmaceuticals and agrochemicals. We have recently introduced a new and general approach to α-amino acids involving a one-step multicomponent reaction between amines, aldehydes and organoboron compounds. Herein, we will report the use of this approach to the synthesis of novel α-anilino carboxylic acids beginning with readily available organoboron compounds. We will also show how these compounds can be used in subsequent transformation, particularly for the synthesis of novel N-heterocycles.
 

Physical Organic Chemistry, Combinatorial and Process Chemistry, New Reactions and Methodology, Peptides, Proteins and Amino Acids
8:00 PM-10:00 PM, Sunday, April 6, 2008 Morial Convention Center -- Hall A, Poster

Division of Organic Chemistry

The 235th ACS National Meeting, New Orleans, LA, April 6-10, 2008