LIPASE-CATALYZED OPTICAL RESOLUTION OF 2,2,2-TRIFLUORO-1-(1-NAPHTHYL)ETHANOL

被引:7
作者
KATO, K
KATAYAMA, M
GAUTAM, RK
FUJII, S
KIMOTO, H
机构
[1] Department of Chemistry, National Industrial Research Institute of Nagoya, Nagoya, Hirate-cho
关键词
D O I
10.1271/bbb.58.1353
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The optical resolution of the title compound (TFNE) was achieved by lipase LIP-catalyzed enantioselective acetylation (E value > 100) with vinyl acetate in octane. S-TFNE acetate and R-TFNE were obtained with high optical purity.
引用
收藏
页码:1353 / 1354
页数:2
相关论文
共 14 条
[1]   PREPARATION AND PROPERTIES OF CHIRAL FLUOROORGANIC COMPOUNDS [J].
BRAVO, P ;
RESNATI, G .
TETRAHEDRON-ASYMMETRY, 1990, 1 (10) :661-692
[2]  
BUCCIARELLI M, 1983, SYNTHESIS-STUTTGART, P897
[3]   QUANTITATIVE-ANALYSES OF BIOCHEMICAL KINETIC RESOLUTIONS OF ENANTIOMERS [J].
CHEN, CS ;
FUJIMOTO, Y ;
GIRDAUKAS, G ;
SIH, CJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (25) :7294-7299
[4]   ENANTIOSELECTIVE REDUCTION OF ARYL TRIFLUOROMETHYL KETONES WITH BINAL-H - PREPARATION OF 2,2,2-TRIFLUORO-1-(9-ANTHRYL)ETHANOL [J].
CHONG, JM ;
MAR, EK .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (02) :893-896
[5]   ASYMMETRIC SYNTHESIS AT NITROGEN BY OXIDATION OF IMINES WITH META-CHLOROPEROXYBENZOIC ACID IN PRESENCE OF OPTICALLY-ACTIVE ALCOHOLS [J].
FORNI, A ;
MORETTI, I ;
TORRE, G .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1977, (20) :731-732
[6]   ENZYMATIC PREPARATION OF BOTH ENANTIOMERS OF 4,4,4-TRIFLUORO-3-(INDOLE-3-)BUTYRIC ACID, A NOVEL PLANT-GROWTH REGULATOR [J].
KATO, K ;
KATAYAMA, M ;
GAUTAM, RK ;
FUJII, S ;
KIMOTO, H .
JOURNAL OF FERMENTATION AND BIOENGINEERING, 1993, 76 (03) :178-183
[7]  
KATO K, 1993, DEC ANN M SOC FERM B, P120
[8]   CHEMICAL INACTIVATION OF LIPASE IN ORGANIC-SOLVENT - A LIPASE FROM PSEUDOMONAS-AERUGINOSA TE3285 IS MORE LIKE A TYPICAL SERINE ENZYME IN AN ORGANIC-SOLVENT THAN IN AQUEOUS-MEDIA [J].
NAKATANI, T ;
HIRATAKE, J ;
YOSHIKAWA, K ;
NISHIOKA, T ;
ODA, J .
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 1992, 56 (07) :1118-1123
[9]   NONEQUIVALENCE OF NUCLEAR MAGNETIC RESONANCE SPECTRA OF ENANTIOMERS IN OPTICALLY ACTIVE SOLVENTS .4. ASSIGNMENT OF ABSOLUTE CONFIGURATION [J].
PIRKLE, WH ;
BEARE, SD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (21) :5485-&
[10]   EXAMPLE OF AUTOMATED LIQUID-CHROMATOGRAPHY - SYNTHESIS OF A BROAD-SPECTRUM RESOLVING AGENT AND RESOLUTION OF 1-(1-NAPHTHYL)-2,2,2-TRIFLUOROETHANOL [J].
PIRKLE, WH ;
HOEKSTRA, MS .
JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (26) :3904-3906