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Diphenylprolinol Silyl Ethers as Efficient Organocatalysts for the Asymmetric Michael Reaction of Aldehydes and Nitroalkenes

Authors

  • Yujiro Hayashi Prof. Dr.,

    1. Department of Industrial Chemistry, Faculty of Engineering, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan, Fax: (+81) 3-5261-4631
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  • Hiroaki Gotoh,

    1. Department of Industrial Chemistry, Faculty of Engineering, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan, Fax: (+81) 3-5261-4631
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  • Takaaki Hayashi,

    1. Department of Industrial Chemistry, Faculty of Engineering, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan, Fax: (+81) 3-5261-4631
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  • Mitsuru Shoji Dr.

    1. Department of Industrial Chemistry, Faculty of Engineering, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan, Fax: (+81) 3-5261-4631
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  • We thank Prof. K. Saigo and Dr. Y. Ishida (The University of Tokyo) for the use of a high-pressure mercury lamp. This work was partially supported by a Grand-in-Aid for Scientific Research on Priority Area (A): “Creation of Biologically Functional Molecules”, from the Ministry of Education, Culture, Sports, Science, and Technology of Japan.

Abstract

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Die direkte, katalytische, asymmetrische Michael-Addition von Aldehyden an Nitroolefine in Gegenwart eines chiralen Diphenylprolinolsilylether-Organokatalysators (siehe Schema) liefert hoch syn-diastereoselektiv die gewünschten 1,4-Addukte in nahezu optisch reiner Form und guter Ausbeute. TMS=Trimethylsilyl.

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