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Enantioselective Hydrogenation of the Double Bond of Exocyclic α,β‐Unsaturated Carbonyl Compounds Catalyzed by Iridium/H 8 ‐BINOL‐Derived Phosphine‐Oxazoline Complexes
Author(s) -
Li Qing,
Wan Pin,
He Yuwei,
Zhou Yougui,
Li Lanning,
Chen Bin,
Duan Kun,
Cao Rihui,
Zhou Zhongyuan,
Qiu Liqin
Publication year - 2014
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201402011
Subject(s) - chemistry , oxazoline , iridium , enantioselective synthesis , phosphine , asymmetric hydrogenation , catalysis , double bond , medicinal chemistry , noyori asymmetric hydrogenation , organic chemistry , substrate (aquarium) , oceanography , geology
H 8 ‐BINOL‐derived phosphine‐oxazolines complexed with iridium were successfully applied for the asymmetric hydrogenation of the carbon‐carbon double bond of exocyclic α,β‐unsaturated carbonyl compounds. A valuable series of α‐chiral cyclic ketones, lactones, and lactams were therefore provided via the reaction in high yields and good to excellent enantioselectivity of up to 95 % ee . The effects of the ligands and substrate structures on the asymmetric catalysis were also discussed.