American Chemical Society
Browse
ja5b02212_si_002.cif (222.07 kB)

Dynamic Kinetic Asymmetric Amination of Alcohols: From A Mixture of Four Isomers to Diastereo- and Enantiopure α‑Branched Amines

Download (222.07 kB)
dataset
posted on 2015-04-22, 00:00 authored by Zi-Qiang Rong, Yao Zhang, Raymond Hong Bing Chua, Hui-Jie Pan, Yu Zhao
The first dynamic kinetic asymmetric amination of alcohols via borrowing hydrogen methodology is presented. Under the cooperative catalysis by an iridium complex and a chiral phosphoric acid, α-branched alcohols that exist as a mixture of four isomers undergo racemization by two orthogonal mechanisms and are converted to diastereo- and enantiopure amines bearing adjacent stereocenters. The preparation of diastereo- and enantiopure 1,2-amino alcohols is also realized using this catalytic system.

History