Synthesis of novel heterocycles via an intramolecular Friedel-Crafts reaction

ORGN 113

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
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. Many applications of this chemistry have also been reported. Herein, we report the use of this type of three-component process to produce suitably substituted amino alcohols that can be subsequently subjected to an intramolecular Friedel-Crafts process to form novel heterocycles.