Intramolecular Propargylic Ene Reaction of Benzyne En Route to Highly Functionalized Allenes and Allenamides

Abstract

AbstractA variety of highly functionalized allenes and allenamides are prepared by intramolecular propargylic ene reactions of benzynes. Specific benzyne precursors having a chlorodiisopropylsilyl group serve as platforms to link with various propargyl alcohols via a Si–O bond, thereby expanding the scope of this reaction. Also demonstrated is a complete transmission of point to axial chirality to give a chiral, non-racemic allenamide.