Optical resolution of racemic alcohols by diastereoisomeric complex formation with O,O'-dibenzoyl-(2R,3R)-tartaric acid; The crystal structure of the (-)-(1R,2S,5R)-menthol center dot O,O'-dibenzoyl-(2R,3R)-tartaric acid complex

被引:18
作者
Kozma, D [1 ]
Bocskei, Z [1 ]
Kassai, C [1 ]
Simon, K [1 ]
Fogassy, E [1 ]
机构
[1] CHINOIN CHEM & PHARMACEUT WORKS LTD, H-1325 BUDAPEST, HUNGARY
关键词
D O I
10.1039/cc9960000753
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
O,O'-dibenzoyl-(2R,3R)-tartaric acid resolves racemic alcohols by complex formation; the X-ray crystal structure of the (-)-(1R,2S,5R)-menthol . O,O'-dibenzoyl-(2R,3R)-tartaric acid complex is reported which was obtained by reacting O,O'-dibenzoyl-(2R,3R)-tartaric acid monohydrate and racemic menthol.
引用
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页码:753 / 754
页数:2
相关论文
共 10 条
[1]   ENCODING AND DECODING HYDROGEN-BOND PATTERNS OF ORGANIC-COMPOUNDS [J].
ETTER, MC .
ACCOUNTS OF CHEMICAL RESEARCH, 1990, 23 (04) :120-126
[2]  
Jacques J., 1981, Enantiomers, Racemates and Resolutions
[3]   Study of the diastereoisomers formed between (N-alkyl)-pipecolic acid-anilides and 2R,3R-tartaric acid or O,O'-dibenzoyl-2R,3R-tartaric acid. Do the tartaric acids form molecular-complexes, instead of salts during optical resolutions? [J].
Nemak, K ;
Acs, M ;
Jaszay, ZM ;
Kozma, D ;
Fogassy, E .
TETRAHEDRON, 1996, 52 (05) :1637-1642
[4]   CHIRAL ALKOXYTITANIUM(IV) COMPLEXES FOR ENANTIOSELECTIVE NUCLEOPHILIC ADDITIONS TO ALDEHYDES AND AS LEWIS-ACIDS IN DIELS-ALDER REACTIONS [J].
SEEBACH, D ;
BECK, AK ;
IMWINKELRIED, R ;
ROGGO, S ;
WONNACOTT, A .
HELVETICA CHIMICA ACTA, 1987, 70 (04) :954-974
[5]  
Sheldon R.A., 1993, CHIROTECHNOLOGY
[6]   STRUCTURE AND INCLUSION CHARACTERISTICS OF (R,R)-(-)-2,3-DIMETHOXY-1,1,4,4-TETRAPHENYLBUTANE-1,4-DIOL [J].
TODA, F ;
TANAKA, K ;
STEIN, Z ;
GOLDBERG, I .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1993, (12) :2359-2361
[7]   NOVEL OPTICAL RESOLUTION METHODS BY INCLUSION CRYSTALLIZATION IN SUSPENSION MEDIA AND BY FRACTIONAL DISTILLATION [J].
TODA, F ;
TOHI, Y .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (15) :1238-1240
[8]   ROLE OF METHANOL IN CHIRAL COMBINATIONS OF HOST-GUEST MOLECULES IN THE INCLUSION CRYSTAL - STRUCTURE DETERMINATION BY X-RAY CRYSTALLOGRAPHY [J].
TODA, F ;
TANAKA, K ;
MIYAHARA, I ;
AKUTSU, S ;
HIROTSU, K .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (15) :1795-1796
[9]  
TODA F, 1987, TOP CURR CHEM, V140, P44
[10]   NEW CHIRAL SELECTORS DERIVED FROM LACTIC-ACID - COCRYSTALLINE AND SORPTIVE OPTICAL RESOLUTIONS, AND THE CRYSTAL-STRUCTURE OF AN INCLUSION COMPLEX WITH 3-METHYLCYCLOHEXANONE [J].
WEBER, E ;
WIMMER, C ;
LLAMASSAIZ, AL ;
FOCESFOCES, C .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (10) :733-735