In situ synthesis of rosin derived chiral derivatizing agents for 31P NMR assays of amine and alcohol enantiomers

被引：0
|
作者：
Qiang Wu
Gui-yang Yao
Ye Zhang
Heng-shan Wang
Lin Yang
Yong-tao Zhu
Ying-ming Pan
机构：
[1] School of Chemistry & Pharmaceutical Sciences of Guangxi Normal University,Key Laboratory for the Chemistry and Molecular Engineering of Medicinal Resources
来源：
Chemical Research in Chinese Universities | 2013年 / 29卷
关键词：
Chiral phosphorus derivatizing agent; Rosin; Enantiodiscrimination; P NMR;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
Chiral alcohols(3, 5) were synthesized in optically pure forms from easily available rosin acid in short-steps. A comprehensive protocol for the enantiomeric excess assays of mono-or di-functional-grouped chiral secondary amine or alcohol has been established with them used as chiral auxiliary for chiral phosphorus derivatizing agents(CPDAs) in 31P NMR tests. Chemical shift difference(ΔδP) values ranging from 4.5 to 0.15 between two diastereoisomers of the CPDAs and the aryl substrates were obtained. Positive ΔδR-S was observed for all the tested alcohol P(III) and P(V) derivatives, while negative ΔδR-S was observed for all the amines.
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页码：894 / 899
页数：5
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