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Organocatalytic Asymmetric Friedel−Crafts Alkylation of Indoles with Simple α,β-Unsaturated Ketones

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journal contribution
posted on 29.03.2007, 00:00 by Giuseppe Bartoli, Marcella Bosco, Armando Carlone, Fabio Pesciaioli, Letizia Sambri, Paolo Melchiorre
The first general and highly enantioselective organocatalytic Friedel−Crafts alkylation of indoles with simple α,β-unsaturated ketones has been accomplished. Central to these studies has been the identification of a new catalyst amine salt, in which both the cation and the anion are chiral, that exhibits high reactivity and selectivity for iminium ion catalysis.