Synfacts 2009(6): 0645-0645  
DOI: 10.1055/s-0029-1216717
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Chiral Phosphonium Catalyst for Hydrophosphonylation

Contributor(s): Hisashi Yamamoto, Joshua P. Abell
D. Uraguchi, T. Ito, T. Ooi*
Nagoya University, Japan
Further Information

Publication History

Publication Date:
25 May 2009 (online)

Significance

Enantioselective C-P bond formation reactions remain the most efficient way to generate α-hydroxy and α-amino phosphonates which are important analogues of α-amino acids. The main problem with addition of phosphites to electrophiles is the formation of the reactive tautomer. In this report the authors utilize a novel chiral phosphonium catalyst as a way to induce not only enantioselectivity but also to shift the equilibrium to the reactive phosphite tautomer.