Facile preparation of .GAMMA.-chloro-substituted allylmetallic reagents and their reactions. Stereoselective access to cis-vinyloxiranes.

Abstract

The title compounds are readily prepared from metallated allyl chloride and organotin chloride or organoaluminum chloride. After treatment with a base, they react with aldehydes in highly regio-and diastereo-selective modes, giving cis-vinyloxiranes selectively.