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Enantioselective Michael Addition of Malonates to Chalcone Derivatives Catalyzed by Dipeptide-derived Multifunctional Phosphonium Salts

Dongdong Cao, Guosheng Fang, Jiaxing Zhang, Hongyu Wang, Changwu Zheng and Gang Zhao*

*Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China, Email: zhaogmail.sioc.ac.cn

D. Cao, G. Fang, J. Zhang, H. Wang, C. Zheng, G. Zhao, J. Org. Chem., 2016, 81, 9973-9982.

DOI: 10.1021/acs.joc.6b01752 (free Supporting Information)


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Abstract

A highly enantioselective Michael addition of malonates to enones is catalyzed by dipeptide-derived multifunctional phosphonium salts. This catalytic system offers wide substrate scope and gram scale-up synthesis of adducts with both excellent yield and enantioselectivity.

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Key Words

conjugate addition of active methylene compounds, organocatalysis


ID: J42-Y2016