A Pd(0)-Catalyzed Direct Dehydrative Coupling of Terminal Alkynes with Allylic Alcohols To Access 1,4-Enynes

Yang-Xiong Li, Qing-Qing Xuan, Li Liu*, Dong Wang, Yong-Jun Chen and Chao-Jun Li*

*Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China; McGill University, Sherbrook Street West, Montreal, Quebec, Canada H3A 0B8, Email: lliuiccas.ac.cn; cj.li@mcgill.ca

Y.-X. Li, Q.-Q. Xuan, L. Liu, D. Wang, Y.-J. Chen, C.-J. Li, J. Am. Chem. Soc., 2013, 135, 12536-12539.

DOI: 10.1021/ja406025p

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Abstract

A direct dehydrative coupling of terminal alkynes with allylic alcohols is catalyzed by Pd(PPh₃)₄ in the presence of an N,P-ligand and Ti(OiPr)₄. The coupling reaction tolerates various functional groups and provides a valuable synthetic tool to access 1,4-enynes.

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Key Words

alkynylation, allylation, Tsuji-Trost reaction

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ID: J48-Y2013