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A Concise and Convenient Synthesis of Stilbenes via Benzils and Arylmethyldiphenylphosphine Oxides
作者姓名:孙逊  朱俊  钟晨  泉铉治  张晨
作者单位:Department of Chemistry of Natural Products, School of Pharmacy, Fudan University, Shanghai 200032, China
基金项目:Project supported by the Science and Technology Development Foundation, Shanghai Bureau of Health (No. 054086) and the Shanghai Municipal Committee of Science and Technology (Nos. 05JC 14057, 054319901).
摘    要:A new and convenient synthetic method has been developed for the construction of stilbenes bearing electron-withdrawing group(s) by using benzils and arylmethyldiphenylphosphine oxides via sequences involving Wittig-Horner reaction and a rearrangement in the presence of t-BuOK in toluene under mild conditions. This approach could be readily applied to a facile synthesis of biologically important natural products, resveratrol and its derivatives, such as trimethoxystilbenes 1 (Z) and 2 (E).

关 键 词:氧化物  1  2-二苯乙烯  苯偶酰  芳基  甲基  二甲苯
收稿时间:2007-05-08
修稿时间:2007-10-24

A Concise and Convenient Synthesis of Stilbenes via Benzils and Arylmethyldiphenylphosphine Oxides
SUN, Xun ZHU, Jun ZHONG, Chen IZUMI, Ken-Ji ZHANG, Chen.A Concise and Convenient Synthesis of Stilbenes via Benzils and Arylmethyldiphenylphosphine Oxides[J].Chinese Journal of Chemistry,2007,25(12):1866-1870.
Authors:SUN  Xun ZHU  Jun ZHONG  Chen IZUMI  Ken-Ji ZHANG  Chen
Affiliation:1. Tel.: 0086‐021‐54237127;2. Fax: 0086‐021‐54237607;3. Department of Chemistry of Natural Products, School of Pharmacy, Fudan University, Shanghai 200032, China
Abstract:A new and convenient synthetic method has been developed for the construction of stilbenes bearing electron‐withdrawing group(s) by using benzils and arylmethyldiphenylphosphine oxides via sequences involving Wittig‐Horner reaction and a rearrangement in the presence of t‐BuOK in toluene under mild conditions. This approach could be readily applied to a facile synthesis of biologically important natural products, resveratrol and its derivatives, such as trimethoxystilbenes 1 (Z) and 2 (E).
Keywords:stilbene  substituted benzil  arylmethyldiphenylphosphine oxide  resveratrol
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