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

Chin. J. Org. Chem. ›› 2010, Vol. 30 ›› Issue (9): 1270-1278. Previous Articles Next Articles

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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

(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

(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

Abstract

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

CLC Number:

O641.6

Cite this article

LIU Jing, DU Dan, SI Yi-Kang, LV Hai-Ning , WU Xian-Fu, LI Yong, LIU Yuan-Yan, YU Shi-Shan. Application of Dimolybdenum Reagent Mo₂(OAc)₄ for Determination of the Ab-solute Configurations of vic-Diols[J]. Chin. J. Org. Chem., 2010, 30(9): 1270-1278.

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Mo₂(OAc)₄试剂在邻二醇类结构绝对构型确定中的应用

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

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Mo2(OAc)4试剂在邻二醇类结构绝对构型确定中的应用