Highly Enantioselective Catalytic Synthesis of Functionalized Chiral Diazoacetoacetates

In addition: The Mukaiyama–Michael addition in the presence of a chiral copper(II) Lewis acid is a highly enantioselective and efficient method for the construction of a broad range of chiral γ‐functionalized diazoacetoacetates. These products can be conveniently transformed into useful enantiomer‐e...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2011-07, Vol.50 (28), p.6392-6395
Main Authors: Xu, Xinfang, Hu, Wen-Hao, Doyle, Michael P.
Format: Article
Language:English
Subjects:
1,5‐diesters
5-diesters
Acetoacetates - chemical synthesis
Acetoacetates - chemistry
asymmetric catalysis
Azo Compounds - chemistry
Catalysis
copper
Copper - chemistry
Lewis Acids - chemistry
Mukaiyama-Michael addition
Stereoisomerism
synthetic methods
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Summary:In addition: The Mukaiyama–Michael addition in the presence of a chiral copper(II) Lewis acid is a highly enantioselective and efficient method for the construction of a broad range of chiral γ‐functionalized diazoacetoacetates. These products can be conveniently transformed into useful enantiomer‐enriched 1,5‐diesters (see scheme, Np=1‐naphthyl, TBS=tert‐butyldimethylsilyl).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201102405