Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5274747 | Tetrahedron Letters | 2011 | 5 Pages |
Abstract
The chiral dicationic Pd complexes, bearing sterically demanding diphosphine ligands as Lewis acid catalysts, are shown to catalyze the asymmetric Friedel-Crafts (F-C) alkylations of indoles and pyrroles with β,γ-unsaturated α-ketoesters, to provide the F-C alkylation products with benzylic stereocenters in high yields and enantioselectivities. The reactive chelated structure, formed by the chiral dicationic Pd complex and the electrophile, would be important to gain a high level of asymmetric induction in the F-C alkylation. The F-C products can be readily functionalized to give α-hydroxy esters via catalytic asymmetric ene sequences.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Kohsuke Aikawa, Kazuya Honda, Shunsuke Mimura, Koichi Mikami,