Au‐Catalyzed Addition of Nucleophiles to Chloroalkynes: A Regio‐ and Stereoselective Synthesis of (<i>Z</i>)‐Alkenyl Chlorides

Abstract

An unprecedented protocol has been developed for the regio‐ and stereoselective synthesis of ( Z )‐alkenyl chlorides via the gold‐catalyzed addition of nucleophiles to chloroalkynes. In the presence of 1 mol‐% BrettPhosAuCl, a broad range of nucleophiles smoothly react with aromatic, vinylic, or aliphatic chloroalkynes to afford various functionalized ( Z )‐alkenyl chlorides with high to excellent yields and extremely high stereoselectivity.