Preparation of chiral 7,7′-disubstituted BINAPs for Rh-catalyzed 1,4-addition of arylboronic acids |
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Authors: | Wei-Cheng Yuan Ai-Qiao Mi Yao-Zhong Jiang |
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Affiliation: | Key Laboratory for Asymmetric Synthesis and Chirotechnology of Sichuan, Province and Union Laboratory of Asymmetric Synthesis, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, PR China Graduate School of Chinese Academy of Sciences, Beijing, PR China |
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Abstract: | A series of new 7,7′-disubstituted BINAPs were readily prepared starting with an asymmetric catalytic oxidative coupling. They were applied as ligands to rhodium catalyzed 1,4-addition of arylboronic acids to enones, resulting in enantioselectivities of up to 99% ee. The enantioselectivity was found to be dependent on the size of achiral substituents. |
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Keywords: | 7,7&prime -Disubstituted BINAP 1,4-Addition Arylboronic acids Asymmetric catalysis |
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