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J Org Chem. 2002 May 17;67(10):3522-4. doi: 10.1021/jo011190e.

Enantioselective desymmetrization of meso bicyclic hydrazines: a novel approach to the asymmetric synthesis of polysubstituted amino cyclopentanic cores.

The Journal of organic chemistry

A Pérez Luna, M-A Ceschi, M Bonin, L Micouin, H-P Husson, S Gougeon, G Estenne-Bouhtou, B Marabout, M Sevrin, P George

Affiliations

  1. Laboratoire de Chimie Thèrapeutique UMR 8638 associée au CNRS et à l'Université René Descartes Faculté des Sciences Pharmaceutiques et Biologiques, Paris, France.

PMID: 12003572 DOI: 10.1021/jo011190e

Abstract

Catalytic asymmetric hydroboration can be successfully applied to meso bicyclic hydrazines. The resulting alcohols are of great synthetic interest and can lead in a straightforward manner to cyclopentanic diamino alcohols with good enantiomeric purity.

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