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Construction of an All-Carbon Quaternary Stereocenter by the Peptide-Catalyzed Asymmetric Michael Addition of Nitromethane to β-Disubstituted α,β-Unsaturated Aldehydes


  • This work was supported by JSPS KAKENHI (23750171 to K.A. and 23550116 to K.K.), and by MEXT KAKENHI (24105506 to K.K.). The authors thank Mr. Atsushi Okumura for experimental assistance.


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Pepping up Michael: An asymmetric Michael addition of nitromethane to β-disubstituted α,β-unsaturated aldehydes was realized by a resin-supported peptide catalyst. Whereas the use of a low-molecular-weight catalyst resulted in poor yields, the peptide effectively promoted the reaction in aqueous media with high enantioselectivity.