Chin. J. Org. Chem. ›› 2008, Vol. 28 ›› Issue (12): 2102-2106. Previous Articles     Next Articles

Original Articles

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

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