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Asymmetric Hydrogenation of β‐Secondary Amino Ketones Catalyzed by a Ruthenocenyl Phosphino‐oxazoline‐ruthenium Complex (RuPHOX‐Ru): the Synthesis of γ‐Secondary Amino Alcohols
Author(s) -
Wang Jianxia,
Wang Yanzhao,
Liu Delong,
Zhang Wanbin
Publication year - 2015
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201500653
Subject(s) - chemistry , ruthenium , oxazoline , catalysis , yield (engineering) , asymmetric hydrogenation , noyori asymmetric hydrogenation , enantioselective synthesis , organic chemistry , combinatorial chemistry , medicinal chemistry , materials science , metallurgy
A ruthenocenyl phosphino‐oxazoline‐ruthenium complex (RuPHOX‐Ru) was applied successfully to the asymmetric hydrogenation of β‐secondary amino ketones, directly affording the corresponding chiral γ‐secondary amino alcohols in up to 99% yield and with 99% ee . Reaction with β‐(benzylamino)‐1‐phenylpropan‐1‐one could be performed on a gram‐scale with a relatively low catalyst loading (up to 2000 S/C). The resulting hydrogenated product could be used for the synthesis of synthetically useful compounds.