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有机化学
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有机化学 ›› 2008, Vol. 28 ›› Issue (12): 2102-2106. 上一篇    下一篇

研究论文

烯丙基转移反应合成直链高烯丙基醇

胡丽华; 纪顺俊*   

  1. (苏州大学化学化工学院 苏州 215123)
  • 收稿日期:2008-01-19 修回日期:2008-04-08 发布日期:2008-12-28
  • 通讯作者: 纪顺俊

Synthesis of Linear Homoallylic Alcohol via Allylic Transfer Reactions

HU, Li-Hua; JI, Shun-Jun*   

  1. (School of Chemistry and Chemical Engineering, Suzhou University, Suzhou 215123)
  • Received:2008-01-19 Revised:2008-04-08 Published:2008-12-28
  • Contact: JI, Shun-Jun

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1450

被引次数

4 | 1

研究了不同脂肪族和芳香族醛与6-甲基-6-苯基-7-烯-1,5-辛二醇的烯丙基转移反应, 同时考察了溶剂对反应的影响. 结果发现, 在In(OTf)3催化下, 以甲苯为溶剂, 由脂肪族醛合成的直链高烯丙基醇较芳香族醛具有较高的产率和较好的选择性, 所得产物结构经1H NMR, 13C NMR, IR, HRMS表征.

关键词: 直链高烯丙基醇, 醛, 烯丙基转移

The allylic transfer reaction of 6-methyl-6-phenyl-oct-7-ene-1,5-diol with various aliphatic aldehydes and aromatic aldehydes was studied, and the influence of solvent was investigated. The results showed that aliphatic aldehydes led to the linear homoallylic alcohols in moderate yields with excellent selectivities with indium triflate as catalyst in toluene. On the other hand, aromatic aldehydes afforded the products in poor selectivities. All products were characterized by 1H NMR, 13C NMR, IR and HRMS spectra.

Key words: linear homoallylic alcohol, aldehyde, allylic transfer