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. 2010;49(1):153-6.
doi: 10.1002/anie.200904779.

Squaramide-catalyzed enantioselective Michael addition of diphenyl phosphite to nitroalkenes

Ye Zhu  1 , Jeremiah P Malerich, Viresh H Rawal
Affiliations

Squaramide-catalyzed enantioselective Michael addition of diphenyl phosphite to nitroalkenes

Ye Zhu et al. Angew Chem Int Ed Engl. 2010.

Abstract

Simple catalyst, high enantioselectivities. An easily prepared squaramide catalyst promotes highly enantioselective Michael addition reactions of diphenyl phosphite to a broad range of nitroalkenes, including those bearing acidic protons or sterically demanding aliphatic substituents. The methodology provides facile access to chiral β-nitro phosphonates, which are precursors to biologically active β-amino phosphonic acids.

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Figures

Scheme 1
Scheme 1
Synthesis of catalyst 5.
See this image and copyright information in PMC

References

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