Squaramide-Catalyzed Enantioselective Michael Addition of Diphenyl Phosphite to Nitroalkenes


  • This work was funded by the National Institutes of Health, R01M069990 and P50M086145. We thank Prof. Leo A. Paquette, Ohio State University, for a generous supply of squaric acid and dimethyl squarate.


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Michael's a square: An easily prepared squaramide catalyst that promotes the highly enantioselective Michael addition reaction of diphenyl phosphite to a range of nitroalkenes is described. This method leads to chiral β-nitro phosphonates, which are precursors to biologically active β-amino phosphonic acids.