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Synfacts 2008(1): 0091-0091
DOI: 10.1055/s-2007-991418
DOI: 10.1055/s-2007-991418
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart · New York
Asymmetric 1,4-Addition Reaction of Diphenyl Phosphite to Nitroalkenes
M. Terada*, T. Ikehara, H. Ube
Tohoku University, Sendai, Japan
Further Information
Publication History
Publication Date:
18 December 2007 (online)

Significance
An organocatalytic asymmetric 1,4-addition reaction of nitroalkenes with diphenyl phosphite has been developed. Axially chiral guanidine catalyst 1 was found to be effective for this reaction. tert-Butyl methyl ether was the optimal solvent for this reaction. With 1-5 mol% of catalyst 1 good to high yields (84-98%) and excellent enantioselectivities (er = 90:10 to 98:2) were obtained for different nitroalkenes.