HIGHLY SELECTIVE ASYMMETRIC HYDROLYSIS OF 2,2-DISUBSTITUTED EPOXIDES USING LYOPHILIZED CELLS OF RHODOCOCCUS SP NCIMB-11216

被引：26

作者：

WANDEL, U ^{[1
]}

MISCHITZ, M ^{[1
]}

KROUTIL, W ^{[1
]}

FABER, K ^{[1
]}

机构：

[1] GRAZ UNIV TECHNOL,INST ORGAN CHEM,A-8010 GRAZ,AUSTRIA

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1995年 / 07期

关键词：

D O I：

10.1039/p19950000735

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(+/-)-2-Methyl-2-alkyl epoxides have been resolved by biocatalytic hydrolysis employing lyophilized cells of Rhodococcus sp. NCIMB 11216. The reaction has been shown to proceed with retention of configuration leading to (S)-1,2-diols and (R)-epoxides with excellent selectivities(E > 100).

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页码：735 / 736

页数：2

相关论文

共 16 条

[1]

BERTI G, 1986, NATO ASI SER C-MATH, V178, P349

[2] CHEMICAL AND BIOLOGICAL SYNTHESIS OF CHIRAL EPOXIDES [J].

BESSE, P ;

VESCHAMBRE, H .

TETRAHEDRON, 1994, 50 (30) :8885-8927

[3] ENANTIOSELECTIVE SYNTHESIS OF EPOXIDES VIA SHARPLESS EPOXIDATION OF ALKENYLSILANOLS [J].

CHAN, TH ;

CHEN, LM ;

WANG, D ;

LI, LH .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1993, 71 (01) :60-67

[4] 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

[5] MICROBIOLOGICAL TRANSFORMATIONS .27. THE 1ST EXAMPLES FOR PREPARATIVE-SCALE ENANTIOSELECTIVE OR DIASTEREOSELECTIVE EPOXIDE HYDROLYZES USING MICROORGANISMS - AN UNEQUIVOCAL ACCESS TO ALL 4 BISABOLOL STEREOISOMERS [J].

CHEN, XJ ;

ARCHELAS, A ;

FURSTOSS, R .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (20) :5528-5532

[6] BIOFORMATION OF OPTICALLY PURE EPOXIDES [J].

DEBONT, JAM .

TETRAHEDRON-ASYMMETRY, 1993, 4 (06) :1331-1340

[7] CONVERSION OF STEROIDS AND TRITERPENES BY MYCOBACTERIA - STEREOSPECIFIC HYDROLYSIS OF STEROIDAL SPIRO-3-XI-OXIRANES BY MYCOBACTERIUM-AURUM .3. [J].

ESCOFFIER, B ;

PROME, JC .

BIOORGANIC CHEMISTRY, 1989, 17 (01) :53-63

[8]

FABER K, 1995, BIOTRANSFORMATIONS O, P116

[9] ASYMMETRIC HYDROLYSIS OF EPOXIDES USING AN IMMOBILIZED ENZYME PREPARATION FROM RHODOCOCCUS SP [J].

HECHTBERGER, P ;

WIRNSBERGER, G ;

MISCHITZ, M ;

KLEMPIER, N ;

FABER, K .

TETRAHEDRON-ASYMMETRY, 1993, 4 (06) :1161-1164

[10] SYNTHESIS OF NATURAL AND UNNATURAL FRONTALIN [J].

HOSOKAWA, T ;

MAKABE, Y ;

SHINOHARA, T ;

MURAHASHI, SI .

CHEMISTRY LETTERS, 1985, (10) :1529-1530