login

Enantioselective 1,4-Addition Reactions of Diphenyl Phosphite to Nitroalkenes Catalyzed by an Axially Chiral Guanidine

Journal of the American Chemical SocietyPublished 26 October 2007
Masahiro Terada, Takashi Ikehara, Hitoshi Ube
Citations134
SJR quartileQ1
SJR score5.55
SNIP2.61

Abstract

A highly enantioselective 1,4-addition reaction of nitroalkenes with diphenyl phosphite was successfully accomplished using a newly developed axially chiral guainidine catalyst. A broad range of nitroalkenes, bearing not only aromatic but also aliphatic substituents, is applicable to the present enantioselective reaction. The method provides an efficient protocol to synthesize enantioenriched β-amino phosphonate derivatives of biological and pharmaceutical importance.

Keywords

Chemistry