Catalytic Asymmetric Construction of β-Azido Amides and Esters via Haloazidation

Pengfei Zhou, Xiaohua Liu*, Wangbin Wu, Chaoran Xu, Xiaoming Feng*

*Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, China, Email: liuxhscu.edu.cn, xmfengscu.edu.cn

P. Zhou, X. Liu, W. Wu, C. Xu, X. Feng, Org. Lett., 2019, 21, 1170-1175.

DOI: 10.1021/acs.orglett.9b00110

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Abstract

A chiral iron(II) complex catalyzes a regio- and enantioselective α-halo-β-azido difunctionalization of both α,β-unsaturated amides and α,β-unsaturated esters under mild reaction conditions to provide a broad spectrum of valuable functionalized amides and esters.

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Iron-Catalyzed Asymmetric Haloazidation of α,β-Unsaturated Ketones: Construction of Organic Azides with Two Vicinal Stereocenters

P. Zhou, L. Lin, L. Chen, X. Zhong, X. Liu, X. Feng, J. Am. Chem. Soc., 2017, 139, 13414-13419.

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Key Words

β-azidation, α-bromination, multicomponent reactions

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ID: J54-Y2019