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

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

doi:10.1021/jo011190e

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

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

Authors

A Pérez Luna¹, M-A Ceschi, M Bonin, L Micouin, H-P Husson, S Gougeon, G Estenne-Bouhtou, B Marabout, M Sevrin, P George

Affiliation

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.