Enantioselective Si−H Insertion of Arylvinyldiazoesters Promoted by Rhodium(I)/Diene Complexes

• DOI: 10.1002/adsc.202400241
• Publication Date: 2024-04-12T02:03:20Z
• Authors: Ziyan Li; Jian‐Guo Liu; Wen‐Ping Zhang; Ming‐Hua Xu
• Keywords: Silanes; Diene; Kinetic isotope effect

Abstract An enantioselective Si−H insertion between α‐arylvinyldiazoesters and silanes has been developed by employing rhodium(I)/chiral diene complex as the catalyst. This protocol offers a catalytic asymmetric approach to various chiral containing α‐arylvinyl functionality at room temperature with good enantiocontrol (89–99% ee). Transformation of resulting enantiomerically enriched α‐arylvinyl‐α‐silyl esters led variety other valuable building blocks. The deuterium kinetic isotope effect experiments revealed rhodium(I)‐mediated concerted mechanism.