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Asymmetric Transfer Hydrogenation of Imines using Alcohol: Efficiency and Selectivity are Influenced by the Hydrogen Donor
Author(s) -
Pan HuiJie,
Zhang Yao,
Shan Chunhui,
Yu Zhaoyuan,
Lan Yu,
Zhao Yu
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201604025
Subject(s) - transfer hydrogenation , selectivity , alkoxide , chemistry , enantioselective synthesis , alcohol , iridium , alkyl , hydrogen , aryl , catalysis , combinatorial chemistry , organic chemistry , ruthenium
Abstract The influence of the alcohol, as the hydrogen donor, on the efficiency and selectivity of the asymmetric transfer hydrogenation (ATH) of imines is reported for the first time. This discovery not only leads to a highly enantioselective access to N‐aryl and N‐alkyl amines, but also provides new insight into the mechanism of the ATH of imines. Both experimental and computational studies provide support for the reaction pathway involving an iridium alkoxide as the reducing species.