Synlett 2009(18): 3007-3010  
DOI: 10.1055/s-0029-1218001
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

Asymmetric α-Amination of Chiral Protected β-Hydroxyaldehydes Catalyzed by Proline

Ramzi Ait-Youcef, Kamal Sbargoud, Xavier Moreau, Christine Greck*
Institut Lavoisier de Versailles, UMR CNRS 8180, Université de Versailles St-Quentin-en-Yvelines, 45, Avenue des Etats-Unis, 78035 Versailles Cedex, France
Fax: +33(1)39254452; e-Mail: greck@chimie.uvsq.fr;
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Publication History

Received 16 July 2009
Publication Date:
08 October 2009 (online)

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Abstract

Proline-catalyzed α-amination of a variety of chiral β-hydroxyaldehydes followed by reduction step afforded the corresponding chiral 2-hydrazino-1,3-diols in good yields, enantioselectivities and diastereoselectivities.