高等学校化学学报

高等学校化学学报 ›› 2005, Vol. 26 ›› Issue (3): 452.

• 研究论文 • 上一篇    下一篇

四氯化锡诱导的Prins环化法高选择性地合成四氢吡喃衍生物

温梅姣, 常卫星, 李靖   

  1. 南开大学元素有机化学国家重点实验室, 天津 300071
  • 收稿日期:2004-04-09 出版日期:2005-03-10 发布日期:2005-03-10
  • 通讯作者: 李　靖(1963年出生),男,教授,主要从事金属有机化学研究.E-mail:lijing@office.nanka.iedu.cn E-mail:lijing@office.nanka.iedu.cn
  • 基金资助:

    国家教育部重点科研基金(批准号:00025);国家自然科学基金(批准号20372033);南开大学科技创新基金资助.

Highly Selective Synthesis of Tetrahydropyranes by Prins-cyclization Mediated by Tin(Ⅳ) Chloride

WEN Mei-Jiao, CHANG Wei-Xing, LI Jing   

  1. State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China
  • Received:2004-04-09 Online:2005-03-10 Published:2005-03-10

PDF (PC)

被引次数

6

摘要： 本文通过预先将醛和四氯化锡进行配位形成高活性的醛中间体,同时采用滴加高烯丙醇的方法高收率和高选择性地合成了2,4,6-三取代四氢吡喃.

关键词: 高选择性Prins环化, 四氯化锡, 四氢吡喃

Abstract: Recently, Prins-cyclization has been widely used to synthesize tetrahydropyrane derivatives, but allyl transferring and side chain exchange will take place during the process, and the yields of the expected tetrahydropyrans were poor. In this paper, we report a new route to prepare 2,4,6-trisubstituted tetrahydropyranes with a high selectivity and excellent yields by previously coordinating aldehyde with tin(Ⅳ) chloride, then adding homo-allyl alcohol drop by drop.

Key words: Highly selective Prins-cyclization, Tin(Ⅳ) chloride, Tetrahydropyranes

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