N-Arylcarbonylpseudoprolines as Tunable Chiral Derivatizing Agents for the Determination of the Absolute Configuration of Secondary Alcohols

被引：5

作者：

Han, So-Yeong ^{[1
,2
]}

Choi, Kihang ^{[1
,2
]}

机构：

[1] Korea Univ, Dept Chem, Seoul 136701, South Korea

[2] Korea Univ, Res Inst Nat Sci, Seoul 136701, South Korea

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 2011卷 / 16期

基金：

新加坡国家研究基金会;

关键词：

Configuration determination; Chirality; Conformation analysis; O-METHYLMANDELATE; H-1-NMR; ASSIGNMENT; NMR; REAGENTS; PSEUDOPROLINES; ESTERS; MEMORY; SHIFTS; TOOLS;

D O I：

10.1002/ejoc.201100209

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New chiral derivatizing agents, 3-arylcarbonyl-2,2-dimethyloxazolidine-4-carboxylic acids (N-arylcarbonylpseudoprolines), were prepared through a simple, short-step synthesis. The absolute configuration of secondary alcohols can be assigned on the basis of the NMR spectroscopic chemical shift difference between diastereomeric pseudoproline esters. Preparation of more efficient agents was achieved simply by using aromatic groups with stronger anisotropic effect.

引用

页码：2920 / 2923

页数：4

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