Asymmetric Hydrogenation of β‐Secondary Amino Ketones Catalyzed by a Ruthenocenyl Phosphino‐oxazoline‐ruthenium Complex (RuPHOX‐Ru): the Synthesis of γ‐Secondary Amino Alcohols | Zendy

Wang Jianxia | Zendy; Wang Yanzhao | Zendy; Liu Delong | Zendy; Zhang Wanbin | Zendy

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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.

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