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Chiral Oxazaborolidine‐catalyzed Asymmetric Borane Reduction of Alkyl 4‐Dialkylaminophenyl Ketones
Author(s) -
Xu JiaXi,
Lan Yu,
Wei TieZheng,
Zhang QiHan
Publication year - 2005
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.200591457
Subject(s) - chemistry , borane , alkyl , catalysis , substituent , nitrogen atom , medicinal chemistry , alkoxy group , organic chemistry
A series of alkyl 4‐dialkylaminophenyl ketones were prepared and reduced asymmetrically by borane under the chiral oxazaborolidine catalysis. The results indicate that the ketones show a more obvious substituent effect on the enantioselectivity than the corresponding 4‐alkyl/alkoxy/alkylthiophenyl ketones in the asymmetric reduction because of the existence of a strong coordinate nitrogen atom with the boron atom in the catalyst and borane.