Atropoenantioselective Redox-Neutral Amination of Biaryl Compounds through Borrowing Hydrogen and Dynamic Kinetic Resolution

Angew Chem Int Ed Engl. 2018 Jan 8;57(2):465-469. doi: 10.1002/anie.201711126. Epub 2017 Dec 6.

Abstract

We report herein a novel atropoenantioselective redox-neutral amination of biaryl compounds triggered by a cascade of borrowing hydrogen and dynamic kinetic resolution under the cooperative catalysis of a chiral iridium complex and an achiral Brønsted acid. This protocol features broad substrate scope and good functional-group tolerance, and allows the rapid assembly of axially chiral biaryl compounds in good to high yields and with high to excellent enantioselectivity.

Keywords: amination; asymmetric reduction; atropoenantioselectivity; axially chiral biaryls; borrowing hydrogen.

Publication types

  • Research Support, Non-U.S. Gov't