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Synthesis of Planar Chiral Shvo Catalysts for Asymmetric Transfer Hydrogenation
Author(s) -
Dou Xiaowei,
Hayashi Tamio
Publication year - 2016
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.201501162
Subject(s) - chemistry , aniline , transfer hydrogenation , catalysis , ketone , trifluoromethyl , chirality (physics) , enantioselective synthesis , noyori asymmetric hydrogenation , planar , imine , medicinal chemistry , organic chemistry , combinatorial chemistry , alkyl , chiral symmetry breaking , physics , quantum mechanics , ruthenium , nambu–jona lasinio model , quark , computer graphics (images) , computer science
A new type of planar chiral Shvo catalysts, where the chirality is based solely on different substitution flanking the CO function, was prepared and used for transfer hydrogenation of imines and ketones. The reduction of ketimines represented by N ‐(1‐phenylethylidene)aniline and prochiral ketones such as phenyl trifluoromethyl ketone with 2‐propanol was efficiently catalyzed by 0.5 mol% of the chiral Shvo catalyst to give high yields of the corresponding reduction products with the enantioselectivities in the range 45% to 64% ee .