An efficient catalytic asymmetric cyclization/ inverse-electron-demand hetero-Diels-Alder cascade reaction of unsaturated ketoesters with alkyl amides or alcohols were accomplished. The process was based on the utilization bimetallic catalyst system with achiral gold(I) catalyst and chiral N,N’-dioxide/Ni(II) catalyst, delivering a variety of fused bicyclic N,O-acetals or O,O-acetals in up to 99% yield and 99% ee with &gt;19:1 dr under mild reaction conditions. Based on the control experiments and previous studies, a possible reaction pathway of bimetallic relay catalysis cascade reactions was presented.

Asymmetric synthesis of fused bicyclic N,O- and O,O-acetals via cascade reaction by gold(I)/N,N’-dioxide-nickel(II) bimetallic relay catalysis

2019 Fall National Meeting

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.