Highly Efficient Catalytic System for Enantioselective Michael Addition of Aldehydes to Nitroalkenes in Water

Authors

  • Shaolin Zhu,

    1. State Key Laboratory of Bio-Organic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, P.R. China, Fax: (+86) 21-64166128
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  • Shouyun Yu Dr.,

    1. State Key Laboratory of Bio-Organic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, P.R. China, Fax: (+86) 21-64166128
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  • Dawei Ma Prof. Dr.

    1. State Key Laboratory of Bio-Organic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, P.R. China, Fax: (+86) 21-64166128
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  • The authors are grateful to the Chinese Academy of Sciences and the National Natural Science Foundation of China (grant 20621062) for their financial support.

Abstract

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Organocatalysis: A highly effective catalytic procedure for the Michael addition of aldehydes to nitroalkenes is achieved by combining the excellent asymmetric induction ability of o-TMS-protected diphenylprolinol compounds, the quick formation of enamines in the presence of benzoic acid, and the highly concentrated organic phase in water (see scheme; TMS=trimethylsilyl).

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