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有机化学
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有机化学 ›› 2010, Vol. 30 ›› Issue (9): 1270-1278. 上一篇    下一篇

综述与进展

Mo2(OAc)4试剂在邻二醇类结构绝对构型确定中的应用

刘静，杜丹，司伊康*，吕海宁，吴先富，李勇，刘元艳，庾石山   

  1. (中国医学科学院&北京协和医学院药物研究所 中草药物质基础与资源利用教育部重点实验室 北京 100050)
  • 收稿日期:2009-06-04 修回日期:2010-01-28 发布日期:2010-02-23
  • 通讯作者: 司伊康
  • 基金资助:

    国家杰出青年基金;国家级.国家自然科学基金

Application of Dimolybdenum Reagent Mo2(OAc)4 for Determination of the Ab-solute Configurations of vic-Diols

LIU Jing, DU Dan, SI Yi-Kang, LV Hai-Ning , WU Xian-Fu, LI Yong, LIU Yuan-Yan, YU Shi-Shan   

  1. (Key Laboratory of Bioactive Substances and Resources Utilization of Chinese Herbal Medicine, Ministry of Edu-cation & Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050)
  • Received:2009-06-04 Revised:2010-01-28 Published:2010-02-23

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环状及非环状邻二醇结构的绝对构型的确定是一个令人关注的研究领域. 目前国外文献介绍了一种通过使用过渡金属试剂Mo2(OAc)4进行环状及非环状邻二醇结构绝对构型研究的方法, 只需将该试剂与溶液中的被测化合物混合即可形成螯合物, 无需制备和分离, 且立刻可以进行圆二色谱测定, 通过诱导产生的一定波长下的Cotton效应与被测化合物的手性中心的关系, 可以方便地应用螺旋规则完成绝对构型的研究. 将系统地介绍这一方法学, 包括对方法学的研究思路、实验步骤、对影响因素的研究结果, 以及一些应用的实例.

关键词: 圆二色谱, 邻二醇结构, 绝对构型, Mo2(OAc)4试剂

The determination of the absolute configuration of cyclic and acyclic vic-diols has drawn great attention for a long time. Foreign studies recently indicated a straightforward method which employed a transition metal chelate reagent dimolybdenum tetraacetate [Mo2(OAc)4] for the assignment of the absolute configuration of cyclic and acyclic vic-diols. This proposed method involves the formation of chiral complexes in situ by mixing the chiral compounds with a solution of achiral reagent Mo2(OAc)4, without preparation and isolation of the complexes, and subsequent measurement of the induced CD (ICD) spectra. By use of a helicity rule that the correlation of the stereochemistry of vic-diols with the sign of the Cotton effect in ICD spectra, the absolute configuration of the vic-diols can be decided conveniently. In this review, the methodology including theory, procedures, relationships between the influencing factor and results, as well as the application examples will be presented.

Key words: circular dichroism, vic-diol, absolute configuration, Mo2(OAc)4

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