ASYMMETRIC OPENING OF AN EPOXIDE BY AZIDE CATALYZED BY AN IMMOBILIZED ENZYME PREPARATION FROM RHODOCOCCUS SP

被引：35

作者：

MISCHITZ, M ^{[1
]}

FABER, K ^{[1
]}

机构：

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

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 01期

关键词：

D O I：

10.1016/0040-4039(94)88167-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The asymmetric nucleophilic opening of (+/-)-2-methyl-2-pentyloxirane (1) by azide yielding the azido-alcohol (R)-3 (e.e. >60%) was achieved by using a crude immobilized enzyme preparation derived from Rhodococcus sp. (NOVO SP 409). Evidence for the reaction being catalysed by an enzyme is presented.

引用

页码：81 / 84

页数：4

共 10 条

[1] DIFFERENT ENZYMATIC-REACTIONS OF AN ENANTIOMERIC PAIR - SIMULTANEOUS DUAL KINETIC RESOLUTION OF A KETO ESTER BY BAKERS-YEAST
BROOKS, DW
WILSON, M
WEBB, M
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (11) : 2244 - 2248
[2] QUANTITATIVE-ANALYSES OF BIOCHEMICAL KINETIC RESOLUTIONS OF ENANTIOMERS
CHEN, CS
FUJIMOTO, Y
GIRDAUKAS, G
SIH, CJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (25) : 7294 - 7299
[3] BIOFORMATION OF OPTICALLY PURE EPOXIDES
DEBONT, JAM
[J]. TETRAHEDRON-ASYMMETRY, 1993, 4 (06) : 1331 - 1340
[4] ASYMMETRIC HYDROLYSIS OF EPOXIDES USING AN IMMOBILIZED ENZYME PREPARATION FROM RHODOCOCCUS SP
HECHTBERGER, P
WIRNSBERGER, G
MISCHITZ, M
KLEMPIER, N
FABER, K
[J]. TETRAHEDRON-ASYMMETRY, 1993, 4 (06) : 1161 - 1164
[5] STEREOSELECTIVE SYNTHESIS OF (S)-PROPANOL AMINES - LIPASE CATALYZED OPENING OF EPOXIDES WITH 2-PROPYLAMINE
KAMAL, A
DAMAYANTHI, Y
RAO, MV
[J]. TETRAHEDRON-ASYMMETRY, 1992, 3 (11) : 1361 - 1364
[6] STEREOSELECTIVE SYNTHESIS OF (S)-PROPANOL AMINES - LIVER-MICROSOMES MEDIATED OPENING OF EPOXIDES WITH ARYLAMINES
KAMAL, A
RAO, AB
RAO, MV
[J]. TETRAHEDRON LETTERS, 1992, 33 (28) : 4077 - 4080
[7] ASYMMETRIC MICROBIOLOGICAL BAEYER-VILLIGER REACTION OF A BRIDGED BICYCLIC KETONE - DIVERGENT BEHAVIOR OF ITS ENANTIOMERS
KONIGSBERGER, K
ALPHAND, V
FURSTOSS, R
GRIENGL, H
[J]. TETRAHEDRON LETTERS, 1991, 32 (04) : 499 - 500
[8] OKANO K, 1988, CHEM PHARM BULL, V36, P1358
[9] SIH CJ, 1989, TOP STEREOCHEM, V19, P63
[10] STRAATHOF AJJ, 1990, BIOCATALYSIS, V4, P89

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