Planar-chiral cyrhetrenes for the rhodium-catalyzed asymmetric 1,4-addition and the hydrogenation of enamides

René T Stemmler; Carsten Bolm

doi:10.1021/jo051676l

Planar-chiral cyrhetrenes for the rhodium-catalyzed asymmetric 1,4-addition and the hydrogenation of enamides

J Org Chem. 2005 Nov 25;70(24):9925-31. doi: 10.1021/jo051676l.

Authors

René T Stemmler¹, Carsten Bolm

Affiliation

¹ Institut für Organische Chemie der RWTH Aachen, Landoltweg 1, D-52056 Aachen, Germany.

PMID: 16292823
DOI: 10.1021/jo051676l

Abstract

[reaction: see text] The syntheses of novel cyrhetrenes 7a-c and 8a,b are described. These planar-chiral, mono- and diphosphines have been applied as ligands in the Rh-catalyzed 1,4-addition reaction to activated olefins and in the Rh-catalyzed hydrogenation of enamide 12, giving the corresponding products with up to 97 and 93% ee, respectively.