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Iridium‐Catalyzed Asymmetric Hydrogenation of α‐Alkylidene Succinimides
Author(s) -
Liu Yuanyuan,
Zhang Wanbin
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201209126
Subject(s) - succinimides , succinimide , catalysis , iridium , trifluoromethyl , chemistry , boron , asymmetric hydrogenation , organic chemistry , imide , reaction conditions , medicinal chemistry , combinatorial chemistry , enantioselective synthesis , alkyl
Not to be out PhOXed! The title reaction provides a new approach to chiral succinimide derivatives with excellent yields and ee values by using a low catalyst loading (0.05 mol %) and mild reaction conditions. Chiral 3‐benzyl pyrrolidines and 1‐hydroxypyrrolidine‐2,5‐diones, important structural motifs in natural products and pharmaceuticals, could be readily prepared. BARF − =tetrakis[3,5‐bis(trifluoromethyl)phenyl]borate.