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Ruthenium‐Catalyzed Direct Asymmetric Reductive Amination of Diaryl and Sterically Hindered Ketones with Ammonium Salts and H 2
Author(s) -
Hu Le' an,
Zhang Yao,
Zhang QingWen,
Yin Qin,
Zhang Xumu
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201915459
Subject(s) - steric effects , reductive amination , chemistry , ruthenium , amination , catalysis , yield (engineering) , amine gas treating , combinatorial chemistry , ligand (biochemistry) , enantioselective synthesis , organic chemistry , ammonium , medicinal chemistry , biochemistry , materials science , receptor , metallurgy
A Ru‐catalyzed direct asymmetric reductive amination of ortho ‐OH‐substituted diaryl and sterically hindered ketones with ammonium salts is reported. This method represents a straightforward route toward the synthesis of synthetically useful chiral primary diarylmethylamines and sterically hindered benzylamines (up to 97 % yield, 93–>99 % ee ). Elaborations of the chiral amine products into bioactive compounds and a chiral ligand were demonstrated through manipulation of the removable and convertible ‐OH group.