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Direct β‐Activation of Saturated Aldehydes to Formal Michael Acceptors through Oxidative NHC Catalysis
Author(s) -
Mo Junming,
Shen Liang,
Chi Yonggui Robin
Publication year - 2013
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.201302152
Subject(s) - enantioselective synthesis , oxidative phosphorylation , ketone , chemistry , catalysis , michael reaction , organic chemistry , combinatorial chemistry , biochemistry
Without detours : Oxidative catalysis mediated by N‐heterocyclic carbenes (NHCs) enables the direct β‐carbon functionalization of saturated aldehydes (see scheme). The reaction proceeds through two sequential oxidative steps to generate α,β‐unsaturated triazolium ester equivalents as formal Michael acceptors, which react with 1,3‐diketones and β‐ketone esters in an enantioselective manner.