Wittig-Type Olefination of Alcohols Promoted by Nickel Nanoparticles: Synthesis of Polymethoxylated and Polyhydroxylated Stilbenes

Wittig-Type Olefination of Alcohols Promoted by Nickel Nanoparticles: Synthesis of Polymethoxylated and Polyhydroxylated Stilbenes
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DOI:
10.1002/ejoc.200900951
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发表时间:
2009-12-01
影响因子:
2.8
通讯作者:
Yus, Miguel
Yus, Miguel
中科院分区:
化学3区
文献类型:
--
作者:
Alonso, Francisco;Riente, Paola;Yus, Miguel

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发现镍纳米颗粒能促进伯醇与磷叶立德的Wittig型烯化反应。后者可以由相应的鏻盐与nBuLi制备或用锂金属原位生成。该方法是特别有效的合成芪,并在没有任何添加剂作为氢受体的情况下应用。介绍了一种合成多甲氧基化和多羟基化芪类化合物的新方法,包括白藜芦醇、DMU-212及其类似物。((C)Wiley-VCH Verlag GmbH & Co. KGaA,69451魏因海姆,德国,2009)
Nickel nanoparticles were found to promote the Wittig-type olefination of primary alcohols with phosphorus ylides. The latter can be prepared from the corresponding phosphonium salts with nBuLi or in situ generated with lithium metal. The methodology is especially efficient for the synthesis of stilbenes and is applied in the absence of any additive as a hydrogen acceptor. A new approach to the synthesis of poly-methoxylated and polyhydroxylated stilbenes, including resveratrol, DMU-212 and analogues, is presented. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)