Synthesis of diverse heterocycles from boronic acids and cycloaddition processes

ORGN 112

Nicos A. Petasis, petasis@usc.edu and Wei Huang. Department of Chemistry and Loker Hydrocarbon Research Institute, University of Southern California, Los Angeles, CA 90089-1661
The use of [4+2] and [3+2] cycloaddition processes for the synthesis of heterocycles is a widely used strategy, producing many types of valuable molecules. The synthesis of the required precursors, however, often requires multiple steps or have other limitations. We have recently developed a new, versatile and stereocontrolled approach to the synthesis of α-amino alcohols based on a three-component reaction between amines, α-hydroxy carbonyl compounds and organoboron derivatives. Herein, we report the use of this type of three-component process to produce suitably substituted key intermediates that can then be subsequently to cycloaddition processes to form novel 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