A palladium-catalyzed three-component cross-coupling of conjugated dienes or terminal alkenes with vinyl triflates and boronic acids.

A palladium-catalyzed three-component cross-coupling of conjugated dienes or terminal alkenes with vinyl triflates and boronic acids.
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DOI:
10.1021/ja201358b
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发表时间:
2011-04-20
影响因子:
15
通讯作者:
Sigman, Matthew S.
Sigman, Matthew S.
中科院分区:
化学1区
文献类型:
--
作者:
Liao, Longyan;Jana, Ranjan;Urkalan, Kaveri Balan;Sigman, Matthew S.

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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 difunctionalization 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.
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