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Pd-Catalyzed Asymmetric Allylic Substitution Cascade of But-2-ene-1,4-diyl Dimethyl Dicarbonate for the Synthesis of Chiral 2,3-Dihydrofurans

Hao Liu, Zhenliang Sun, Kai Xu, Yan Zheng, Delong Liu* and Wanbin Zhang

*Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, School of Pharmacy, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, P. R. China, Email: dlliusjtu.edu.cn

H. Liu, Z. Sun, K. Xu, Y. Zheng, D. Liu, W. Zhang, Org. Lett., 2020, 22, 4680-4685.

DOI: 10.1021/acs.orglett.0c01483 (free Supporting Information)


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Abstract

An efficient Pd-catalyzed asymmetric allylic substitution cascade of both (E)- and (Z)-but-2-ene-1,4-diyl dimethyl dicarbonates with α-substituted cyano ketones provides chiral 2,3-dihydrofurans in very good yields with high ees. The cascade reaction could be conducted on a gram-scale.

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Key Words

2,3-dihydrofurans


ID: J54-Y2020