淡江大學機構典藏:Item 987654321/113426
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    Title: Nickel Catalyzed Highly Chemo- and Stereoselectively Borylative Cyclization of 1,6-Enynes with Bis(pinacolato)diboron
    Authors: Jen-Chieh Hsieh;Ya-Chun Hong;Chun-Ming Yang;Subramaniyan Mannathanb;Chien-Hong Cheng
    Date: 2017-05-17
    Issue Date: 2018-05-18 12:10:17 (UTC+8)
    Abstract: A highly chemo- and stereoselective nickel-catalyzed borylative cyclization of 1,6-enynes with bis(pinacolato)diboron is described. Enynes containing an electron-deficient alkene such as a vinyl ketone provided alkenylboronates while enynes containing a terminal alkene gave homoallylic boronates. A plausible mechanism involving a nickelacyclopentene intermediate is proposed. In addition, the resulted alkenyl- or homoallylic boronates can be transformed to the corresponding ketones and alcohols via oxidation. Application to a palladium-catalyzed cross coupling reaction of alkenylboronates with aromatic halides has been demonstrated as well.
    Relation: Organic Chemistry Frontiers 4, p.1615–1619
    DOI: 10.1039/c7qo00321h
    Appears in Collections:[Graduate Institute & Department of Chemistry] Journal Article

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