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 (1) , L. Micouin (2) , H.-P. Husson , S. Gougeon (3) , G. Estenne-Bouhtou , B. Marabout , M. Sevrin , P. George

1 Cirad-TERA - Département Territoires, Environnement et Acteurs
2 SSMIP - Synthèse et structure de molécules d'interet pharmacologique
3 PALMS - Physique des atomes, lasers, molécules et surfaces

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.

Domaines: Chimie organique

A. Pérez Luna, M.-A Ceschi, M. Bonin, L. Micouin, H.-P. Husson, et al.. Enantioselective Desymmetrization of Meso Bicyclic Hydrazines: A Novel Approach to the Asymmetric Synthesis of Polysubstituted Amino Cyclopentanic Cores. Journal of Organic Chemistry, 2002, 67 (10), ⟨10.1021/jo011190e⟩. ⟨hal-02186763⟩