A Palladium-Catalyzed Three-Component Cross-Coupling of Conjugated Dienes or Terminal Alkenes with Vinyl Triflates and Boronic Acids,Journal of the American Chemical Society

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A Palladium-Catalyzed Three-Component Cross-Coupling of Conjugated Dienes or Terminal Alkenes with Vinyl Triflates and Boronic Acids
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2011-04-20 , DOI: 10.1021/ja201358b
Longyan Liao ₁ , Ranjan Jana , Kaveri Balan Urkalan , Matthew S Sigman

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A three-component coupling of vinyl triflates and boronic acids to alkenes catalyzed by palladium is reported. Using 1,3-dienes, selective 1,2-alkene difunction-alization is observed, whereas the use of terminal alkenes results in 1,1-alkene difunctionalization. The reaction outcome is attributed to the formation of stabilized, cationic Pd-π-allyl intermediates to regulate β-hydride elimination.

中文翻译：

钯催化共轭二烯或末端烯烃与乙烯基三氟甲磺酸酯和硼酸的三组分交叉偶联

报道了钯催化下乙烯基三氟甲磺酸酯和硼酸与烯烃的三组分偶联。使用1,3-二烯，观察到选择性1,2-烯烃双官能化，而使用末端烯烃则导致1,1-烯烃双官能化。反应结果归因于稳定的阳离子 Pd-π-烯丙基中间体的形成，以调节 β-氢化物的消除。

更新日期：2011-04-20

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