Highly stereoselective hydrocarbation of terminal alkynes via Pt-catalyzed hydrosilylation/Pd-catalyzed cross-coupling reactions

Highly stereoselective hydrocarbation of terminal alkynes via Pt-catalyzed hydrosilylation/Pd-catalyzed cross-coupling reactions
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DOI:
10.1021/ol0156751
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发表时间:
2001-04-05
期刊:
影响因子:
5.2
通讯作者:
Wang, ZG
Wang, ZG
中科院分区:
化学1区
文献类型:
--
作者:
Denmark, SE;Wang, ZG

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[图表]通过结合铂催化的硅氢加成和钯催化的交叉偶联,在末端炔烃上正式加成芳基-H 或烯基-H 键。使用 t-Bu3P-Pt(DVDS) 催化剂与四甲基二硅氧烷结合使用,可与多种炔底物产生优异的区域选择性和立体选择性。氟化物促进的交叉偶联对各种芳基卤化物具有高产率和立体特异性。
[GRAPHICS]The formal addition of an aryl-H or alkenyl-H bond across a terminal alkyne has been accomplished by the combination of platinum-catalyzed hydrosilylation followed by palladium-catalyzed cross-coupling, The use of the t-Bu3P-Pt(DVDS) catalyst in combination with tetramethyldisiloxane gave excellent regio- and stereoselectivity with a number of alkyne substrates, Subsequent, fluoride-promoted cross-coupling proceeded in high yield and stereospecificity for a variety of aryl halides.