Enantioselective Allylation of Aldehydes Using Tartrate Ester Modified Allylsilanes

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  • Luo Cheng Zhang
    Department of Chemistry, Graduate School of Science, Tohoku UniversityAoba-ku, Sendai
  • Hideki Sakurai
    Department of Chemistry, Graduate School of Science, Tohoku UniversityAoba-ku, Sendai
  • Mitsuo Kira
    Department of Chemistry, Graduate School of Science, Tohoku UniversityAoba-ku, Sendai

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Abstract

<jats:title>Abstract</jats:title> <jats:p>Tartrate-ester modified allylsilanes, 2-allyl-1,3,2-dioxasilolane-4,5-dicarboxylic esters, (1), were found to serve as useful reagents for regiospecific and stereoselecive allylation of aldehydes. Reactions of 1 with achiral aldehydes without any catalyst gave the corresponding homoallyl alcohols in good yields (70-90%) with the ee values up to 80%.</jats:p>

Journal

  • Chemistry Letters

    Chemistry Letters 26 (2), 129-130, 1997-02-01

    Oxford University Press (OUP)

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