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anti ‐Selective Asymmetric Michael Reactions of Aldehydes and Nitroolefins Catalyzed by a Primary Amine/Thiourea
Author(s) -
Uehara Hisatoshi,
Barbas Carlos F.
Publication year - 2009
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.200905313
Subject(s) - thiourea , michael reaction , amine gas treating , aldehyde , primary (astronomy) , enamine , catalysis , chemistry , organic chemistry , combinatorial chemistry , physics , astronomy
It′s finally here : Highly anti ‐selective Michael reactions of a functionalized aldehyde with nitroolefins have been realized using a primary amine/thiourea catalyst (see scheme; TBS= tert ‐butyldimethylsilyl). The reaction relies on a conformational strategy based on directing the formation of a Z ‐configured enamine intermediate.
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