Chiral t-butylphenylphosphinothioic acid in NMR analysis of tertiary amine oxides with a stereogenic nitrogen atom

被引：37

作者：

Drabowicz, J

Dudzinski, B

Mikolajczyk, M

Colonna, S

Gaggero, N

机构：

[1] CTR CNR,I-20133 MILAN,ITALY

[2] FAC FARM,IST CHIM ORGAN,I-20133 MILAN,ITALY

来源：

TETRAHEDRON-ASYMMETRY | 1997年 / 8卷 / 13期

关键词：

D O I：

10.1016/S0957-4166(97)00235-8

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The enantiomers of tertiary amine oxides 3 show NMR spectral nonequivalence in the presence of (-)-(S)- or (+)-(R)-t-butylphenylphosphinothioic acid 4. It is observed even for the epsilon-methyl protons and is large enough to determine the ee values of 3 having long alkyl chains. The enantiomeric thioacids 4 induce also an extremely large magnetic nonequivalence of the geminal N-methylene protons in 3. (C) 1997 Elsevier Science Ltd.

引用

页码：2267 / 2270

页数：4

共 17 条

[1]

CERVINKA O, 1966, COLLECT CZECH CHEM C, V31, P1910

[2]

DAVIS FA, 1983, ASYMMETRIC SYNTHESIS, V4, P346

[3] CHIRAL T-BUTYLPHENYLPHOSPHINOTHIOIC ACID - A NEW NMR SOLVATING AGENT FOR DETERMINATION OF ENANTIOMERIC EXCESSES OF SULFOXIDES [J].