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有机化学
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有机化学 ›› 2007, Vol. 27 ›› Issue (11): 1392-1396. 上一篇    下一篇

研究论文

胂叶立德与具有对三氟甲基苯基及双吸电子基团烯烃的反应研究

钱嘉贤a，曹卫国*,a,b,c，张慧a，陈杰a，邓红梅d，朱士正*,b   

  1. (a上海大学化学系 上海 200444)
    (b中国科学院上海有机化学研究所有机氟化学重点实验室 上海 200032)
    (c中国科学院上海有机化学研究所金属有机化学国家重点实验室 上海 200032)
    (d上海大学分析测试中心 上海 200444)
  • 收稿日期:2006-12-11 修回日期:2007-03-16 发布日期:2007-10-20
  • 通讯作者: 朱士正

Study on the Reaction of Arsenic Ylides with Elec-tron-DeficientOlefins Containing One p-Trifluoromethylphenyl andTwo Other Electron With-drawing Groups

QIAN Jia-Xiana,CAO Wei-Guo*,a,b,c,ZHANG Huia,CHEN Jiea
DENG Hong-Meid,ZHU Shi-Zheng*,b   

  1. (a Department of Chemistry, Shanghai University, Shanghai 200444)
    (b Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry,
    Chinese Academy of Sciences, Shanghai 200032)
    (c State Key Laboratory of Organometallic Chemis-try, Shanghai Institute of Organic Chemistry,
    Chinese Academy of Sciences, Shanghai 200032)
    (d Instrumental Analysis and Research Center, Shanghai University, Shang-hai 200444)
  • Received:2006-12-11 Revised:2007-03-16 Published:2007-10-20
  • Contact: ZHU Shi-Zheng

PDF

714

被引次数

6

鉮盐1以碳酸钾为碱分别与含对三氟甲基苯基及双吸电子基团的烯烃2或3反应, 高产率、高立体选择性地合成了含对三氟甲基苯基的顺-1,2-环丙烷衍生物4或顺-2,3-二氢呋喃衍生物5, 并对其产物结构进行了确证.

关键词: 胂叶立德, 环丙烷衍生物, 二氢呋喃衍生物, 立体选择性

Arsonium bromides 1 were reacted with electron-deficient olefins containing one p-trifluoromethylphenyl and two other electron withdrawing groups 2 or 3 in the presence of K2CO3 to form cis-1,2-cyclopropane or cis-2,3-dihydrofuran derivatives containing the p-trifluoromethylphenyl group 4 or 5 in high yields with high stereoselectivity. The structures of these products were confirmed by 1H NMR, 13C NMR, IR, MS and HRMS spectra.

Key words: cyclopropane, dihydrofuran, stereoselectivity, arsenic ylide