Enantioselective Friedel-Crafts alkylation reaction of indoles with alpha,beta-unsaturated acyl phosphonates catalyzed by chiral phosphoric acid.
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.
Department of Chemistry, Faculty of Science, Gakushuin University, 1-5-1 Mejiro, Toshima-ku, Tokyo 171-8588, Japan.
Prabhakar
P
Bachu
Takahiko
T
Akiyama