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Enantioselective Synthesis of Chiral 3-Aryl-1-indanones through Rhodium-Catalyzed Asymmetric Intramolecular 1,4-Addition

Yue-Na Yu and Ming-Hua Xu*

*Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, China, Email: xumhmail.shcnc.ac.cn

Y.-N. Yu, M.-H. Xu, J. Org. Chem., 2013, 78, 2736-2741.

DOI: 10.1021/jo302656s


Abstract

Enantioselective synthesis of chiral 3-aryl-1-indanones was achieved through a rhodium-catalyzed asymmetric intramolecular 1,4-addition of pinacolborane chalcone derivatives in the presence of MonoPhos as chiral ligand under relatively mild conditions. This reaction offers an easy access to various enantioenriched 3-aryl-1-indanone derivatives in high yields with excellent enantioselectivities.

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Key Words

indanones


ID: J42-Y2013-0660