Synfacts 2005(2): 0222-0222  
DOI: 10.1055/s-2005-916076
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

A Stable and Versatile P-Chiral Phosphine Ligand

Contributor(s): Mark Lautens, Andrew Martins
T. Imamoto*, K. Sugita, K. Yoshida
Chiba University, Japan
Further Information

Publication History

Publication Date:
25 October 2005 (online)

Significance

Using the optically active, air stable QuinoxP* ligand, several asymmetric transformations can be performed with extremely high yield and enantioselectivity. QuinoxP* promotes the Rh-catalyzed asymmetric hydrogenation of alkenes, the Rh-catalyzed Michael addition of boronic acids to enones, and the Pd-catalyzed addition of dialkylzincs to oxabicyclic alkenes; approaching the upper limits of reported enantioselectivity for these three, very different reactions.