Organocatalytic enantioselective indole alkylations of alpha,beta-unsaturated ketones |
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Authors: | Chen Wei Du Wei Yue Lei Li Rui Wu Yong Ding Li-Sheng Chen Ying-Chun |
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Affiliation: | Key Laboratory of Drug-Targeting of Education Ministry and Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu, 610041, China. |
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Abstract: | The C3-selective enantioselective Michael-type Friedel-Crafts alkylations of indoles with nonchelating alpha,beta-unsaturated alkyl ketones, catalysed by a chiral primary amine derived from natural cinchonine, were investigated. The reactions, in the presence of 30 mol% catalyst, were smoothly conducted at 0 to -20 degrees C. Moderate to good ee (47-89%) has been achieved. |
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