被撤回的出版物: Catalytic C-CN activation and asymmetric cyanoamidation of alkenes: total syntheses of (+)-horsfiline, (-)-coerulescine, and (-)-esermethole (Retracted article. See vol. 67, pg. 5360, 2011)

The detailed study of Pd-catalyzed asymmetric cyanoamidation is reported. Excellent enantioselectivities are attributed to a chiral phosphosphoramidite ligand synthesized in one step from the commercially available materials. Cyanoamidation substrates are easy to prepare from the corresponding anilines. The 3,3-disubstituted oxindole products bear all-carbon quaternary stereocenters and contain a nitrile and an amide, which are valuable functional handles for the synthesis of many indole-containing natural products. Cyanoamidation tolerates free N-H groups, as demonstrated by the successful use of cyanoamidation in the syntheses of (+)-horsfiline and (-)-coerulescine. (C) 2010 Elsevier Ltd. All rights reserved.