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Asymmetric Aza‐Wittig Reactions: Enantioselective Synthesis of β‐Quaternary Azacycles
Author(s) -
Lertpibulpanya Duanpen,
Marsden Stephen P.,
RodriguezGarcia Ignacio,
Kilner Colin A.
Publication year - 2006
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.200601383
Subject(s) - desymmetrization , enantioselective synthesis , stereocenter , wittig reaction , quaternary , chemistry , stereochemistry , combinatorial chemistry , organic chemistry , catalysis , biology , paleontology
A hindrance no more : The direct asymmetric synthesis of nitrogen heterocycles containing β‐quaternary stereocenters, widely found for example in alkaloids, is highly challenging. The novel approach shown exploits the desymmetrization of prochiral diketo azides to unmask the asymmetric quaternary center, and represents the first reported examples of the asymmetric aza‐Wittig reaction.