THE USE OF (4R,5R)-DICARBOALKOXY-2-CHLORO-1,3,2-DIOXAPHOSPHOLANES AS NEW CHIRAL DERIVATIZING AGENTS FOR THE DETERMINATION OF ENANTIOMERIC PURITY OF ALCOHOLS BY P-31 NMR

被引:34
作者
BRUNEL, JM [1 ]
PARDIGON, O [1 ]
MAFFEI, M [1 ]
BUONO, G [1 ]
机构
[1] UNIV AIX MARSEILLE 3, FAC SCI & TECH ST JEROME, F-13397 MARSEILLE 13, FRANCE
关键词
D O I
10.1016/S0957-4166(00)82082-0
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The title compounds are prepared from a dialkyl tartrate and PCl3. Their use as chiral derivatizing agents for the determination of enantiomeric excess of primary, secondary and tertiary alcohols by P-31 NMR is described.
引用
收藏
页码:1243 / 1246
页数:4
相关论文
共 14 条
[1]   A NEW REAGENT FOR A VERY SIMPLE AND EFFICIENT DETERMINATION OF ENANTIOMERIC PURITY OF ALCOHOLS BY P-31 NMR [J].
ALEXAKIS, A ;
MUTTI, S ;
NORMANT, JF ;
MANGENEY, P .
TETRAHEDRON-ASYMMETRY, 1990, 1 (07) :437-440
[2]   A NEW REAGENT FOR THE DETERMINATION OF THE OPTICAL PURITY OF PRIMARY, SECONDARY, AND TERTIARY CHIRAL ALCOHOLS AND OF THIOLS [J].
ALEXAKIS, A ;
MUTTI, S ;
MANGENEY, P .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (04) :1224-1237
[3]  
Allenmark S. G., 1988, CHROMATOGRAPHIC ENAN
[4]  
ANDERSON RC, 1984, J ORG CHEM, V49, P1304, DOI 10.1021/jo00181a042
[5]   SIMPLE P-31 NMR METHOD FOR THE DETERMINATION OF ENANTIOMERIC PURITY OF ALCOHOLS NOT REQUIRING CHIRAL AUXILIARY COMPOUNDS [J].
FERINGA, BL ;
SMAARDIJK, A ;
WYNBERG, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (16) :4798-4799
[6]   ENANTIOMERIC EXCESS DETERMINATION WITHOUT CHIRAL AUXILIARY COMPOUNDS - A NEW P-31 NMR METHOD FOR AMINO-ACID ESTERS AND PRIMARY AMINES [J].
FERINGA, BL ;
STRIJTVEEN, B ;
KELLOGG, RM .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (26) :5484-5486
[7]   DETERMINATION OF ENANTIOMERIC PURITIES OF ALCOHOLS AND AMINES BY A P-31 NMR TECHNIQUE [J].
JOHNSON, CR ;
ELLIOTT, RC ;
PENNING, TD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (17) :5019-5020
[8]   DIRECT CHIRALITY DETERMINATION OF SECONDARY CARBINOL BY CHIRALITY RECOGNITION ABILITY OF C2 SYMMETRY 1,1'-BINAPHTHYL-2,2'-DIYL PHOSPHORYL CHLORIDE [J].
KATO, N .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (01) :254-257
[9]   GAS-CHROMATOGRAPHIC ENANTIOMER SEPARATION OF CHIRAL ALCOHOLS [J].
KONIG, WA ;
FRANCKE, W ;
BENECKE, I .
JOURNAL OF CHROMATOGRAPHY, 1982, 239 (APR) :227-231
[10]  
Morrison J. D., 1983, ASYMMETRIC SYNTHESIS, V1-5