MICROBIAL OXIDATION WITH BACILLUS-STEAROTHERMOPHILUS - HIGH ENANTIOSELECTIVE RESOLUTION OF 1-HETEROARYL AND 1-ARYL ALCOHOLS

被引：36

作者：

FANTIN, G

FOGAGNOLO, M

MEDICI, A

PEDRINI, P

POLI, S

GARDINI, F

机构：

[1] UNIV FERRARA,DIPARTIMENTO CHIM,VIA BORSARI 46,I-44100 FERRARA,ITALY

[2] UNIV BOLOGNA,DIPARTIMENTO PROTEZ & VALORIZZAZ AGROALIMENTARE,I-40136 BOLOGNA,ITALY

来源：

TETRAHEDRON-ASYMMETRY | 1993年 / 4卷 / 07期

关键词：

MICROBIAL OXIDATION; ENANTIOSELECTIVE RESOLUTION; 1-HETEROARYLETHANOL; 1-ARYLETHANOL; 1-(2-THIENYL)CYCLOPROPANEMETHANOL; BACILLUS-STEAROTHERMOPHILUS;

D O I：

10.1016/S0957-4166(00)80367-5

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The enantioselective resolution of the racemic 1-heteroaryl- and 1-arylethanols 1a-h via microbial oxidation with Bacillus stearothermophilus to give the R-enantiomers with high enantiomeric excesses is described. The kinetic resolution of 1-(2-thienyl)ethanol 1b by oxidation with Acinetobacter calcoaceticus anitrat to S-enantiomer (ee 100%) is also reported.

引用

页码：1607 / 1612

页数：6

共 16 条

[1] SYNTHESIS OF FUNCTIONALIZED CHIRAL SYNTHONS VIA MICROBIOLOGICAL REDUCTION
AKITA, H
FURUICHI, A
KOSHIJI, H
HORIKOSHI, K
OISHI, T
[J]. TETRAHEDRON LETTERS, 1982, 23 (39) : 4051 - 4054
[2] LACTOBACILLUS-KEFIR ALCOHOL-DEHYDROGENASE - A USEFUL CATALYST FOR SYNTHESIS
BRADSHAW, CW
HUMMEL, W
WONG, CH
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (05) : 1532 - 1536
[3] A PSEUDOMONAS SP ALCOHOL-DEHYDROGENASE WITH BROAD SUBSTRATE-SPECIFICITY AND UNUSUAL STEREOSPECIFICITY FOR ORGANIC-SYNTHESIS
BRADSHAW, CW
FU, H
SHEN, GJ
WONG, CH
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (05) : 1526 - 1532
[4] BAKERS-YEAST MEDIATED TRANSFORMATIONS IN ORGANIC-CHEMISTRY
CSUK, R
GLANZER, BI
[J]. CHEMICAL REVIEWS, 1991, 91 (01) : 49 - 97
[5] DAVIES HG, 1989, BIOTRANSFORMATIONS P, pCH4
[6] CHEMOENZYMIC SYNTHESIS OF CHIRAL FURAN-DERIVATIVES - USEFUL BUILDING-BLOCKS FOR OPTICALLY-ACTIVE STRUCTURES
DRUECKHAMMER, DG
BARBAS, CF
NOZAKI, K
WONG, CH
WOOD, CY
CIUFOLINI, MA
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (08) : 1607 - 1611
[7] ENANTIOSELECTIVITY IN MICROBIAL REDUCTION OF PROCHIRAL CARBONYL GROUPS - A WIDE SCREENING TOWARD R AND S ISOMERS
FANTIN, G
FOGAGNOLO, M
MEDICI, A
PEDRINI, P
POLI, S
GARDINI, F
GUERZONI, ME
[J]. TETRAHEDRON-ASYMMETRY, 1991, 2 (04) : 243 - 246
[8] KINETIC RESOLUTION OF 1-ARYL-ETHANOLS AND 1-HETEROARYL-ETHANOLS BY OXIDATION WITH BAKERS-YEAST
FANTIN, G
FOGAGNOLO, M
MEDICI, A
PEDRINI, P
POLI, S
SINIGAGLIA, M
[J]. TETRAHEDRON LETTERS, 1993, 34 (05) : 883 - 884
[9] SELECTION OF MICROORGANISMS PRODUCING 2 CHIRAL CENTERS
HORIKOSHI, K
FURUICHI, A
KOSHIJI, H
AKITA, H
OISHI, T
[J]. AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1983, 47 (02): : 435 - 436
[10] 5-MEMBERED HETEROAROMATIC RINGS AS INTERMEDIATES IN ORGANIC-SYNTHESIS
LIPSHUTZ, BH
[J]. CHEMICAL REVIEWS, 1986, 86 (05) : 795 - 819

← 1 2 →