A CHIRAL PROBE USEFUL FOR OPTICAL RESOLUTION AND X-RAY CRYSTALLOGRAPHIC DETERMINATION OF THE ABSOLUTE STEREOCHEMISTRY OF CARBOXYLIC-ACIDS

被引:31
作者
HARADA, N
SOUTOME, T
MURAI, S
UDA, H
机构
[1] Institute for Chemical Reaction Science, Tohoku University, Sendai, 980, 2-1-1 Katahira, Aoba
关键词
D O I
10.1016/S0957-4166(00)80409-7
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
(1S,2R,4R)-(-)-2,10-Camphorsultam is a very useful chiral probe for optical resolution by HPLC and X-ray crystallographic determination of the absolute stereochemistry of carboxylic acids. The absolute configurations of 2,6-dimethylspiro[3.3]heptane-2,6-dicarboxylic acid and [2.2]paracyclophane-4-carboxylic acid are determined.
引用
收藏
页码:1755 / 1758
页数:4
相关论文
共 9 条
[1]   DETERMINATION OF THE ABSOLUTE CONFIGURATION OF OPTICALLY ACTIVE COMPOUNDS BY MEANS OF X-RAYS [J].
BIJVOET, JM ;
PEERDEMAN, AF ;
VANBOMMEL, AJ .
NATURE, 1951, 168 (4268) :271-272
[2]  
HARADA N, 1993, MAR ANN M CHEM SOC J
[3]  
HARADA N, 1983, CIRCULAR DICHROIC SP
[4]   DISPERSION CORRECTIONS + CRYSTAL STRUCTURE REFINEMENTS [J].
IBERS, JA ;
HAMILTON, WC .
ACTA CRYSTALLOGRAPHICA, 1964, 17 (06) :781-&
[5]   STATISTICAL EVALUATION OF ABSORPTION [J].
KATAYAMA, C ;
SAKABE, N ;
SAKABE, K .
ACTA CRYSTALLOGRAPHICA SECTION A-CRYSTAL PHYSICS DIFFRACTION THEORETICAL AND GENERAL CRYSTALLOGRAPHY, 1972, 28 (03) :293-&
[6]   NONDESTRUCTIVE CLEAVAGE OF N-ACYLSULTAMS UNDER NEUTRAL CONDITIONS - PREPARATION OF ENANTIOMERICALLY, PURE FMOC-PROTECTED ALPHA-AMINO-ACIDS [J].
OPPOLZER, W ;
LIENARD, P .
HELVETICA CHIMICA ACTA, 1992, 75 (08) :2572-2582
[7]   Anomalous mutarotation of salts of Reychler's acid VI Synthesis and structure of the sultam of 2-(N-methylamino)-d-camphane-10-sulfonic acid [J].
Shriner, RL ;
Shotton, JA ;
Sutherland, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1938, 60 :2794-2796
[8]   SYNTHESIS OF MEDIUM AND LARGE RINGS .19. DETERMINATION OF THE ABSOLUTE-CONFIGURATIONS OF CHIRAL 3,6-HEXANOOXEPINES, [6]PARACYCLOPHANES, AND RELATED-COMPOUNDS [J].
TOCHTERMANN, W ;
OLSSON, G ;
VOGT, C ;
PETERS, EM ;
PETERS, K ;
VONSCHNERING, HG .
CHEMISCHE BERICHTE-RECUEIL, 1987, 120 (09) :1523-1532
[9]  
Weismiller M. C., 1990, ORG SYNTH, V69, P154