C-Acylation under Virtually Neutral Conditions

Authors

  • Dr. Dee W. Brooks,

    Corresponding author
    1. Department of Chemistry, University of Alberta, Edmonton, Alberta T6G 2G2 (Canada)
    Current affiliation:
    1. Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139 (USA)
    • Department of Chemistry, University of Alberta, Edmonton, Alberta T6G 2G2 (Canada)
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  • Ms. Linda D.-L. Lu,

    1. Department of Chemistry, University of Alberta, Edmonton, Alberta T6G 2G2 (Canada)
    Current affiliation:
    1. Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139 (USA)
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  • Professor Dr. Satoru Masamune

    1. Department of Chemistry, University of Alberta, Edmonton, Alberta T6G 2G2 (Canada)
    Current affiliation:
    1. Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139 (USA)
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  • This work was supported by the National Research Council of Canada.

Abstract

original image

Acylations is syntheses of natural products often have to be performed under very mild conditions. The neutral Mg salt of a malonic thiol half-ester of type (1) permits acylation of imidazolides (Im=1-imidazolyl) in practically neutral solution. Numerous acid- and base-labile groups survive this treatment.

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