Issue 4, 2010
From the journal:

Organic & Biomolecular Chemistry

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

Maryse Thiverny,a   Christian Philouze,a   Pierre Yves Chavanta  and  Véronique Blandin*a  

* Corresponding authors

a Département de Chimie Moléculaire, UMR-5250, ICMG FR-2607, CNRS, Université Joseph Fourier, BP-53, Grenoble, Cedex 9, France
E-mail: Veronique.Blandin@ujf-grenoble.fr

Abstract

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 γ-hydroxy α-amino acids.

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

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Article information

DOI
https://doi.org/10.1039/B918612C
Article type
Paper
Submitted
08 Sep 2009
Accepted
11 Nov 2009
First published
22 Dec 2009

Org. Biomol. Chem., 2010,8, 864-872

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

M. Thiverny, C. Philouze, P. Y. Chavant and V. Blandin, Org. Biomol. Chem., 2010, 8, 864 DOI: 10.1039/B918612C

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