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Highly Chemo- and Stereoselective Palladium-Catalyzed Transfer Semihydrogenation of Internal Alkynes Affording cis-Alkenes

Jie Li, Ruimao Hua* and Tao Liu

*Department of Chemistry, Tsinghua University, Key Laboratory of Organic Optoelectronics & Molecular Engineering of Ministry of Education, Beijing 100084, China, Email:

J. Li, R. Hua, T. Liu, J. Org. Chem., 2010, 75, 2966-2970.

DOI: 10.1021/jo100247a


DMF/KOH is an efficient hydrogen source in the Pd(OAc)2-catalyzed transfer semihydrogenation of various functionalized internal alkynes to afford cis-alkenes in good to high yields with excellent chemo- and stereoselectivity. This catalytic process was also applied to the synthesis of analogues of combretastatin A-4.

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Key Words

semireduction of alkynes

ID: J42-Y2010-1150