Epoxysilane rearrangement induced by a carbanion generated by conjugate addition of enolates of chloroacetate and α-chloroacetamides:: Formation of functionalized cyclopropane derivatives

Reaction of an enoate bearing an epoxysilane moiety at the a-position with lithium enolate of 2-chloroacetamide afforded highly functionalized cyclopropane derivatives via a tandem process that involves Michael addition, ring opening of the epoxide, Brook rearrangement, and intramolecular alkylation.