Determination of the absolute configuration of chiral benzylic alcohols and their esters or ethers, by ruthenium-mediated oxidative degradation

被引:2
作者
Bringmann, G [1 ]
Münchbach, M [1 ]
Michel, M [1 ]
机构
[1] Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany
关键词
D O I
10.1016/S0957-4166(00)00287-1
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A sensitive analytical method for the reliable determination of the absolute configuration of chiral benzylic alcohols and the corresponding methyl ethers is described. After protection of the hydroxy function by acylation, they are degraded by Ru(VIII)-mediated oxidation, yielding chiral cc-oxygenated carboxylic acids, whose stereoanalysis is achieved by GC-MS on a chiral phase. The method easily works down to 1 mg of the analyte. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3167 / 3176
页数:10
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