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Silver-Catalyzed Difunctionalization of Terminal Alkynes: Highly Regio- and Stereoselective Synthesis of (Z)-β-Haloenol Acetates

Zhengwang Chen, Jinghao Li, Huanfeng Jiang*, Shifa Zhu, Yibiao Li and Chaorong Qi

*School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, P. R. China, Email: jianghfscut.edu.cn

Z. Chen, J. Li, H. Jiang, S. Zhu, Y. Li, C. Qi, Org. Lett., 2010, 12, 3262-3265.

DOI: 10.1021/ol101251n (free Supporting Information)


Abstract

A new silver-catalyzed highly regio- and stereoselective difunctionalization reaction of simple terminal alkynes gives (Z)-β-haloenol acetate derivatives in good yields. The resulting products are versatile intermediates in organic synthesis.


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Key Words

Vinyl Bromides, Vinyl Iodides, Multicomponent Reactions, NBS, NIS


ID: J54-Y2010-1980