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Rhodium-catalyzed Michael addition of arylboronic acids to 3-alkylenyloxindoles: asymmetric synthesis of functionalized oxindoles
Authors:Xiangyang Zhang  Guihua Chen  Peng Cao  Jibing Liu  Jian Liao
Affiliation:1. Natural Products Research Center, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, PR China;2. Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, PR China;3. Graduate School of Chinese Academy of Sciences, Beijing 100049, PR China
Abstract:The rhodium-catalyzed diastereo- and enantioselective Michael addition of arylboronic acids to 3-alkylenyloxindoles has been developed with (R)-binap as a ligand. A wide variety of the desired functionalized oxindoles are smoothly obtained in high yields (up to 99%) with high enantioselectivities (up to 92% ee) and good diastereoselectivities (up to 82:18).
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