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Catalytic Asymmetric Aminoallylation of Aldehydes: A Catalytic Enantioselective Aza‐Cope Rearrangement
Author(s) -
Rueping Magnus,
Antonchick Andrey P.
Publication year - 2008
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.200803610
Subject(s) - enantioselective synthesis , catalysis , sigmatropic reaction , chemistry , transformation (genetics) , condensation , cope rearrangement , combinatorial chemistry , computer science , stereochemistry , organic chemistry , physics , thermodynamics , biochemistry , gene
A condensation–rearrangement sequence forms the basis of a high‐yielding route to chiral homoallylic amines from readily accessible aldehydes (see scheme). This transformation is both the first enantioselective Brønsted acid catalyzed sigmatropic rearrangement and the first example of a catalytic asymmetric aza‐Cope rearrangement.