MiPNO, a new chiral cyclic nitrone for enantioselective amino acid synthesis: the cycloaddition approach

The resolution of chiral nitrones via derivatization of hydroxylamines was applied to MiPNO, a new, stable, easily prepared chiral cyclic nitrone. The application of MiPNO in totally regio- and diastereo-selective 1,3-dipolar cycloaddition reactions provides an expeditious enantioselective access to...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2010-01, Vol.8 (4), p.864-872
Main Authors: Thiverny, Maryse, Philouze, Christian, Chavant, Pierre Yves, Blandin, Véronique
Format: Article
Language:English
Subjects:
Amino Acids - chemical synthesis
Catalysis
Crystallography, X-Ray
Cyclic N-Oxides - chemistry
Cyclization
Molecular Structure
Nitrogen Oxides - chemistry
Stereoisomerism
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Summary:The resolution of chiral nitrones via derivatization of hydroxylamines was applied to MiPNO, a new, stable, easily prepared chiral cyclic nitrone. The application of MiPNO in totally regio- and diastereo-selective 1,3-dipolar cycloaddition reactions provides an expeditious enantioselective access to unusual gamma-hydroxy alpha-amino acids.
ISSN:1477-0520
1477-0539
DOI:10.1039/b918612c