An efficient catalytic asymmetric ring-opening reaction of donor−acceptor cyclopropanes with primary arylamines was developed. The reaction was achieved through the utilization of a chiral heterobimetallic catalyst, delivering a variety of chiral γ-amino acid derivatives in up to 93% yield and 97% ee. Stereochemical experiments suggest a dominant role for kinetic resolution in this asymmetric process, which is supported by a computational study of the reaction coordinate. The structure of the bimetallic catalyst, i.e., Yb(OTf)3-Yb[P]3, was revealed by X-ray crystallography.

Asymmetric ring-opening of donor−acceptor cyclopropanes with primary arylamines catalyzed by a chiral heterobimetallic catalyst

2019 Fall National Meeting

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