One-pot multicoupling reaction of silylcopper reagents, organolithium compounds and α,β-unsaturated nitriles

Org Biomol Chem. 2011 Mar 7;9(5):1454-8. doi: 10.1039/c0ob00775g. Epub 2011 Jan 11.

Abstract

The silylcupration of allene using a lower order silylcopper species gives an allylsilane-vinyl copper intermediate 2 which, in conjunction with an organolithium reagent, is able to participate in a one-pot multicoupling reaction with α,β-unsaturated nitriles. The scope of this tandem reaction is studied and a possible mechanism pathway is outlined.