Michael addition of chloroalkyloxazolines to electron-poor alkenes: synthesis of heterosubstituted cyclopropanes

J Org Chem. 2003 Feb 21;68(4):1394-400. doi: 10.1021/jo026661r.

Abstract

Lithiated 2-(1-chloroethyl)-4,4-dimethyl-2-oxazoline 7 adds to electron-poor alkenyl heterocycles to afford substituted cyclopropanes in excellent yields. A route to chiral nonracemic heterosubstituted cyclopropanes, starting from optically active 2-chloromethyl-2-oxazolines, is highlighted as well.