Three-Component Chiral Derivatizing Protocols for NMR Spectroscopic Enantiodiscrimination of Hydroxy Acids and Primary Amines

被引：43

作者：

Chaudhari, Sachin Rama ^{[1
,2
]}

Suryaprakash, N. ^{[1
]}

机构：

[1] Indian Inst Sci, NMR Res Ctr, Bangalore 560012, Karnataka, India

[2] Indian Inst Sci, Solid State & Struct Chem Unit, Bangalore 560012, Karnataka, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 77卷 / 01期

关键词：

CARBOXYLIC-ACIDS; ABSOLUTE-CONFIGURATION; ENANTIOMERIC PURITY; SOLVATING AGENTS; ENANTIOSELECTIVE RECOGNITION; REAGENT; 1,2-DIPHENYLETHANE-1,2-DIAMINE; DISCRIMINATION; SEPARATIONS; ASSIGNMENT;

D O I：

10.1021/jo202334d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The novel three-component chiral derivatization protocols have been derived for H-1 and F-19 NMR spectroscopic discrimination of a series of chiral hydroxy acids by their coordination and self-assembly with optically active a-methylbenzylamine and 2-formylphenylboronic acid. In addition, the optically pure (S)-mandelic acid in combination with 2-formylphenylboronic acid permits visualization of enantiomers of primary amines. These protocols have been demonstrated on enantiodiscrimination of chiral amines and hydroxy acids.

引用

页码：648 / 651

页数：4

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