CHROMATOGRAPHIC RESOLUTION OF RACEMIC AMINES, CARBOXYLIC-ACIDS, AND ALCOHOLS BY A NEW HOMOCHIRAL REAGENT DERIVED FROM ENDO-BORNEOL

被引:8
作者
BANKS, MR
CADOGAN, JIG
DAWSON, IM
GOSNEY, I
GRANT, KJ
GAUR, S
HODGSON, PKG
STEVENSON, DE
机构
[1] UNIV EDINBURGH,DEPT CHEM,W MAINS RD,EDINBURGH EH9 3JJ,MIDLOTHIAN,SCOTLAND
[2] BP RES CTR,SUNBURY TW16 7LN,MIDDX,ENGLAND
关键词
COLUMN LIQUID CHROMATOGRAPHY; DIASTEREOMER SEPARATION; CHIRAL DERIVATIZING AGENT; CHIRAL OXAZOLIDIN-2-ONE;
D O I
10.1007/BF02290458
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Chromatographic separation of racemic amines, carboxylic acids and alcohols can be achieved with excellent resolution as measured in terms of the chromatographic separation factor-alpha by derivatization with a homochiral oxazolidin-2-one easily prepared in three steps from endo-borneol. The resolved materials can be isolated in excellent yields by cleavage of the resultant diastereomers using conventional methods, which also allow recovery of the chiral resolving agent for re-use.
引用
收藏
页码:48 / 50
页数:3
相关论文
共 8 条
[1]  
[Anonymous], ASYMMETRIC SYNTHESIS
[2]   SEPARATION OF AMINO-ACID ENANTIOMERS AND CHIRAL AMINES USING PRECOLUMN DERIVATIZATION WITH (+)-1-(9-FLUORENYL)ETHYL CHLOROFORMATE AND REVERSED-PHASE LIQUID-CHROMATOGRAPHY [J].
EINARSSON, S ;
JOSEFSSON, B ;
MOLLER, P ;
SANCHEZ, D .
ANALYTICAL CHEMISTRY, 1987, 59 (08) :1191-1195
[3]  
EINARSSON S, 1988, JANSEN CHIM ACTA, V6, P10
[4]   CONTRASTERIC CARBOXIMIDE HYDROLYSIS WITH LITHIUM HYDROPEROXIDE [J].
EVANS, DA ;
BRITTON, TC ;
ELLMAN, JA .
TETRAHEDRON LETTERS, 1987, 28 (49) :6141-6144
[5]  
Lwowski W., 1970, NITRENES
[6]   NEW SYNTHETIC APPLICATIONS OF OXYCARBONYLNITRENES [J].
METHCOHN, O .
ACCOUNTS OF CHEMICAL RESEARCH, 1987, 20 (01) :18-27
[7]   IMPROVED CHIRAL DERIVATIZING AGENTS FOR THE CHROMATOGRAPHIC RESOLUTION OF RACEMIC PRIMARY AMINES [J].
PIRKLE, WH ;
SIMMONS, KA .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (15) :2520-2527
[8]  
SHELDON R, 1990, CHEM IND-LONDON, P212