Chiral Recognition of Ethers by NMR Spectroscopy

被引：38

作者：

Duddeck, Helmut ^{[1
]}

Gomez, Edison Diaz ^{[1
]}

机构：

[1] Leibniz Univ Hannover, Inst Organ Chem, D-30167 Hannover, Germany

来源：

CHIRALITY | 2009年 / 21卷 / 01期

关键词：

H-1 and C-13 NMR; enantiodifferentiation; chiral ethers; Pirkle's reagents; lanthanide shift reagents; dirhodium complexes; cyclodextrins; NMR in nonisotropic phases; LANTHANIDE-INDUCED SHIFTS; SOLID-STATE NMR; INHALATION ANESTHETICS ENFLURANE; MAGNETIC-RESONANCE SPECTRA; ABSOLUTE-CONFIGURATION; ENANTIOMERIC PURITY; DIRHODIUM METHOD; GAS-CHROMATOGRAPHY; LIQUID-CRYSTAL; OPTICAL PURITY;

D O I：

10.1002/chir.20605

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Enantiomers of chiral ethers and acetals are notoriously difficult to differentiate because their reactivity is low and they are poor donors to any Lewis acid or metal ion. As an exception, epoxides are somewhat better donors. This review describes the properties of ethers, explains NMR methods for their chiral recognition and describes successful examples of ether differentiation. The majority of literature reports deals with chiral lanthanide shift reagents and dirliodium tetracarboxylate complexes, which were used as enantiopure auxiliaries to create diastereomeric adducts, with dispersed H-1 and C-13 NMR signals. The various methods are compared as to which is best suited for which purpose. Chirality 21:51-68, 2009. (C) 2008 Wiley-Liss, Inc.

引用

页码：51 / 68

页数：18

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