Asymmetric synthesis of aryl/vinyl alkyl carbinol estersviaNi-catalyzed reductive arylation/vinylation of 1-chloro-1-alkanol esters

• DOI: 10.1039/d2sc02806a
• Publication Date: 2022-06-27T16:01:44Z
• Authors: Deli Sun; Xianghua Tao; Guobin Ma; Jifen Wang; Yunrong Chen
• Keywords: Chemistry; 01 natural sciences; 0104 chemical sciences

We report herein an asymmetric Ni-catalyzed cross-electrophile coupling approach to prepare enantioenriched aryl/vinyl alkyl carbinol esters through arylation/vinylation of easily accessible racemic 1-chloro-1-alkanol with electrophiles. The method features a broad substrate scope as demonstrated by more than 60 examples including the challenging chiral allylic esters. It tolerates wide array functional groups alkenyl, carbonyl and free hydroxyl that may not survive in conventional reduction addition methods. synthetic utility present work was showcased facile preparation few key intermediates modification drugs naturally occurring compounds. Finally, we describe efficient one-pot procedure for this method.