Premium
Chiral‐Organotin‐Catalyzed Kinetic Resolution of Vicinal Amino Alcohols
Author(s) -
Yang Hui,
Zheng WenHua
Publication year - 2019
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201909700
Subject(s) - kinetic resolution , vicinal , chemistry , catalysis , yield (engineering) , aryl , tin , alkyl , organic chemistry , stereoselectivity , enantioselective synthesis , combinatorial chemistry , materials science , metallurgy
A highly efficient kinetic resolution of racemic amino alcohols has been achieved for the first time with a chiral tin catalyst. A chiral organotin compound with 3,4,5‐trifluorophenyl groups at the 3,3′‐positions of the binaphthyl framework enabled this transformation with excellent yield and high enantioselectivity. The process tolerates aryl‐ and alkyl‐substituted amino alcohols and a variety of other substrates, affording the corresponding products in high enantioselectivity and with s factors up to >500.