4.7 Article

Enantioselective Friedel-Crafts alkylation reaction of indoles with alpha,beta-unsaturated acyl phosphonates catalyzed by chiral phosphoric acid

Journal

CHEMICAL COMMUNICATIONS
Volume 46, Issue 23, Pages 4112-4114

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c000862a

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Funding

  1. Japanese Society for Promotion of Science, Japan

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A variety of indoles underwent enantioselective Friedel-Crafts alkylation with alpha,beta-unsaturated acyl phosphonates in the presence of 10 mol% chiral BINOL-based phosphoric acid and subsequent treatment with methanol and DBU to give methyl 3-(indol-3-yl)-propanoates in good yields and with high enantioselectivities.

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