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Practical Synthesis of Enantiopure γ‐Amino Alcohols by Rhodium‐Catalyzed Asymmetric Hydrogenation of β‐Secondary‐Amino Ketones
Author(s) -
Liu Duan,
Gao Wenzhong,
Wang Chunjiang,
Zhang Xumu
Publication year - 2005
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.200462178
Subject(s) - enantiopure drug , rhodium , chemistry , norbornadiene , ketone , catalysis , organic chemistry , enantioselective synthesis , asymmetric hydrogenation , combinatorial chemistry
Another way to antidepressants : A series of β‐secondary‐amino ketone hydrochlorides (e.g. 1 ) were hydrogenated with remarkably high enantioselectivities by using a Rh complex containing P‐chiral bisphospholane 2 . These results establish a short and practical means for the synthesis of enantiopure N‐monosubstituted γ‐amino alcohols (e.g. 3 ), which are key intermediates in the synthesis of important antidepressants. (nbd=norbornadiene; TON=turnover number).