The stereochemistry of osmylation, epoxidation, and methylenation of allylsilanes
Abstract
The stereochemistry of attack on an allylsilane is more selective when the substituent on the chiral centre carrying the silyl group is larger than a methyl group, as shown by the reactions of the allylsilanes (5) and (12) with osmium tetroxide, m-chloroperbenzoic acid, and Yamamoto's methylenation reagent.