The Stereochemistry of the Reaction of α-Silyl Lithium Reagents with Cyclic Tert-butyldimethylsilyl Acyloins

Abstract

The reactions of the tert-butyldimethylsilylated acyloins of five-, six- and seven-membered rings with the lithium reagents of benzyltrimethylsilane, thiophenoxymethyltrimethylsilane and tri-methylsilyl acetonitrile were studied. These reactions favor formation of the substituted (Z) exo methylidene silyl ethers in moderate yields.