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Oxidative and Enantioselective Cross‐Coupling of Aldehydes and Nitromethane Catalyzed by Diphenylprolinol Silyl Ether
Author(s) -
Hayashi Yujiro,
Itoh Takahiko,
Ishikawa Hayato
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201006885
Subject(s) - nitromethane , enantioselective synthesis , silylation , ether , catalysis , nitro , chemistry , trimethylsilyl , organic chemistry , aryl , alkyl
Synthetically important β‐substituted γ‐nitro aldehydes have been synthesized with excellent enantioselectivity by the cross‐coupling reaction of β‐aryl substituted aldehydes or γ,δ‐unsaturated aldehydes and nitromethane using 2,3‐dichloro‐5,6‐dicyanoquinone (DDQ) and diphenylprolinol silyl ether as an oxidant and catalyst, respectively (see scheme; TMS=trimethylsilyl).