2007
DOI: 10.1007/s11458-007-0051-3
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A stereo-controlled route to conjugated E-enediynes

Abstract: 3-Ene-1, 5-diynes are important components of many enediyne antitumor agents and luminescent materials. A stereo-controlled approach to the synthesis of E-enediynes was developed, and it consists of the following two steps: (1) a mild and economical synthesis of dihalo vinyl derivatives via addition of CuBr 2 to alkynes; (2) the Sonogashira coupling reaction of the dihalo vinyl derivatives with terminal alkynes to form conjugated enediynes.

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“…The starting dibromo-substituted olefins are generated from alkynes by exposure to CuBr 2 in refluxing acetonitrile [27] . This process can be easily directed toward high selectivity with the olefin templates, which products have been further confirmed by the NOE studies (Scheme 1).…”
mentioning
confidence: 99%
“…The starting dibromo-substituted olefins are generated from alkynes by exposure to CuBr 2 in refluxing acetonitrile [27] . This process can be easily directed toward high selectivity with the olefin templates, which products have been further confirmed by the NOE studies (Scheme 1).…”
mentioning
confidence: 99%