详细信息

A New Synthetic Method of (Z)-4-Aryl-but-2-en-l-ols via Suzuki-Miyaura Cross-Coupling Reaction of 4-Substituted 1,2-Oxaborol-2(5H)-ols with Benzyl Bromides    

文献类型:期刊文献

中文题名:A New Synthetic Method of (Z)-4-Aryl-but-2-en-l-ols via Suzuki-Miyaura Cross-Coupling Reaction of 4-Substituted 1,2-Oxaborol-2(5H)-ols with Benzyl Bromides

英文题名:A New Synthetic Method of (Z)-4-Aryl-but-2-en-l-ols via Suzuki-Miyaura Cross-Coupling Reaction of 4-Substituted 1,2-Oxaborol-2(5H)-ols with Benzyl Bromides

作者:Yu Tao[1];Wu Xinyan[1];Yang Jun[2]

机构:[1]Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China;[2]Shanghai Institute of Organic Chemistry, Chinese Academy of Science, 345 Lingling Road, Shanghai 200032, China

年份:2012

卷号:30

期号:12

起止页码:2798

中文期刊名:Chinese Journal of Chemistry

外文期刊名:中国化学(英文版)

收录:CSTPCD;;Scopus;CSCD:【CSCD2011_2012】;

基金:support from National Natural Science Foundation of China (Nos. 20802088, 91017006, 90917017) and the Fundamental Research Funds for the Central Universities.

语种:英文

中文关键词:Suzuki-Miyaura cross-coupling reaction; palladium-catalyzed; (Z)-but-2-en-l-ols; benzyl bromides

外文关键词:Suzuki-Miyaura cross-coupling reaction; palladium-catalyzed; (Z)-but-2-en-l-ols; benzyl bromides

摘要:Z and E configuration 4-aryl-but-2-en-1-ols were isolated from several terrestrial plants, and (Z)-4-aryl-but-2- en-l-ols were found to have choleretic activity. Strategies have been reported to synthesize (E)-4-aryl-but-2-en-l- ols with high selectivity. However, there is no method to obtain (Z)-4-aryl-but-2-en-1-ols with high selectivity now. We developed a Suzuki-Miyaura cross-coupling reaction of 1,2-oxaborol-2(5H)-ols with benzyl bromides to synthesize (Z)-4-aryl-but-2-en-1-ols, the products were obtained in up to 94% isolated yield.
Z and E configuration 4-aryl-but-2-en-1-ols were isolated from several terrestrial plants, and (Z)-4-aryl-but-2- en-l-ols were found to have choleretic activity. Strategies have been reported to synthesize (E)-4-aryl-but-2-en-l- ols with high selectivity. However, there is no method to obtain (Z)-4-aryl-but-2-en-1-ols with high selectivity now. We developed a Suzuki-Miyaura cross-coupling reaction of 1,2-oxaborol-2(5H)-ols with benzyl bromides to synthesize (Z)-4-aryl-but-2-en-1-ols, the products were obtained in up to 94% isolated yield.

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