4.8 Article

Enantioselective 1,4-addition reactions of diphenyl phosphite to nitroalkenes catalyzed by an axially chiral guanidine

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 129, Issue 46, Pages 14112-+

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja0746619

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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 beta-amino phosphonate derivatives of biological and pharmaceutical importance.

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