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