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有机化学
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有机化学 ›› 2010, Vol. 30 ›› Issue (01): 120-123. 上一篇    下一篇

研究简报

高立体选择性地合成薄荷基溴和新薄荷基溴

欧阳歆，张 祚，阳年发*   

  1. (湘潭大学化学学院 环境友好化学与应用省部共建教育部重点实验室 湘潭 411105)
  • 收稿日期:2009-03-19 修回日期:2009-05-28 发布日期:2010-01-20
  • 通讯作者: 阳年发 E-mail:nfyang@xtu.edu.cn
  • 基金资助:

    国家自然科学基金;国家级.国家自然科学基金

Synthesis of Menthyl Bromide and Neomenthyl Bromide by Highly Stereoselective Transformations

Ouyang,Xin，Zhang,Zuo，Yang,Nianfa*   

  1. (Key Laboratory of Environmentally Friendly Chemistry and Applications，Ministry of Education，College of Chemistry，Xiangtan University，Xiangtan 411105)
  • Received:2009-03-19 Revised:2009-05-28 Published:2010-01-20

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薄荷基溴和新薄荷基溴是一类非常有用的不对称合成中间体。以L-薄荷醇为原料，通过与不同的溴化剂反应高立体选择性地得到薄荷基溴和和新薄荷基溴。当L-薄荷醇与盐酸和无水溴化锌反应时高立体选择性地得到薄荷基溴，当L-薄荷醇与三溴化磷反应时高立体选择性地得到新薄荷基溴.

关键词: L-薄荷醇, 薄荷基溴, 新薄荷基溴, 高立体选择性转变

Menthyl bromide and neomenthyl bromide were synthesized from L-menthol via highly stereoselective bromination reactions。When a mixture of concentrated hydrobromic acid and anhydrous zinc bromide was used as the brominating agent，menthyl bromide was stereoselectively formed。Neomenthyl bromide was highly stereoselectively obtained in the circumstance of using phosphorus tribromide as a brominating agent.

Key words: L-menthol, menthyl bromide, neomenthyl bromide, highly stereoselective transformation