4.7 Article

Palladium-catalyzed highly regio- and stereoselective synthesis of (1E)- or (1Z)-1,2-dihalo-1,4-dienes via haloallylation of alkynyl halides

期刊

CHEMICAL COMMUNICATIONS
卷 47, 期 7, 页码 2164-2166

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ROYAL SOC CHEMISTRY
DOI: 10.1039/c0cc04879h

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  1. National Natural Science Foundation of China [20902084]
  2. Science and Technology Office in Zhejiang Province [2010R10016]
  3. Zhejiang Normal University

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A highly efficient and selective synthesis of (1E)- or (1Z)-1,2-dihalo-1,4-dienes via Pd-catalyzed coupling of haloalkynes and allylic halides is described. The (1E)-1,2-dihalo-1,4-dienes were generated in good yields with excellent stereoselectivities (1E/1Z up to > 98/2), while (1Z)-1,2-dihalo-1,4-dienes were produced in excellent yields and stereoselectivities (1Z/1E up to > 98/2) by simply adding stoichiometric lithium halides.

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