In Situ Generation of Nucleophilic Allenes by the Gold‐Catalyzed Rearrangement of Propargylic Esters for the Highly Diastereoselective Formation of Intermolecular C(sp³)C(sp²) Bonds

Abstract

New perspectives, in particular for the synthesis of isochromane derivatives (see scheme), are provided by the title reaction. Excellent diastereoselectivites are achieved in this reaction which proceeds through a gold-catalyzed 1,3-acyloxy migration. In some cases exclusively the Z isomer is detected.