MICROBIOLOGICAL TRANSFORMATIONS .30. ENANTIOSELECTIVE HYDROLYSIS OF RACEMIC EPOXIDES - THE SYNTHESIS OF ENANTIOPURE INSECT JUVENILE-HORMONE ANALOGS (BOWERS COMPOUND)

被引：18

作者：

ARCHELAS, A

DELBECQUE, JP

FURSTOSS, R

机构：

[1] FAC SCI LUMINY,CNRS,URA 1320,CHIM ORGAN & BIOORGAN GRP,F-13288 MARSEILLE 9,FRANCE

[2] UNIV BOURGOGNE,ZOOL CYTOL ARTHROPODES LAB,F-21000 DIJON,FRANCE

来源：

TETRAHEDRON-ASYMMETRY | 1993年 / 4卷 / 12期

关键词：

D O I：

10.1016/S0957-4166(00)82221-1

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The enantioselective epoxide biohydrolysis of the racemic benzodioxole 6,7-epoxygeraniol derivative 1 has been achieved using the fungus A. niger. This new type of preparative scale bioconversion allows the synthesis of both enantiomers of Bower's compound, an analogue of insect juvenile hormone. Biological tests showed that the 6(R) enantiomer was about ten times more active than the 6(S) enantiomer against the yellow meal worm Tenebrio molitor.

引用

页码：2445 / 2446

页数：2

共 8 条

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[2] MICROBIOLOGICAL TRANSFORMATIONS .27. THE 1ST EXAMPLES FOR PREPARATIVE-SCALE ENANTIOSELECTIVE OR DIASTEREOSELECTIVE EPOXIDE HYDROLYZES USING MICROORGANISMS - AN UNEQUIVOCAL ACCESS TO ALL 4 BISABOLOL STEREOISOMERS
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ARCHELAS, A
FURSTOSS, R
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (20) : 5528 - 5532
[3] MICROBIAL TRANSFORMATIONS .12. REGIOSPECIFIC AND ASYMMETRIC OXIDATION OF THE REMOTE DOUBLE-BOND OF GERANIOL
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ARCHELAS, A
FURSTOSS, R
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ARCHELAS, A
FURSTOSS, R
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[5] PHOTOAFFINITY-LABELING AND BIOCHEMICAL-CHARACTERIZATION OF BINDING-PROTEINS FOR PHEROMONES, JUVENILE HORMONES, AND PEPTIDES
PRESTWICH, GD
[J]. INSECT BIOCHEMISTRY, 1991, 21 (01): : 27 - +
[6] STUPP HP, 1987, LIEBIGS ANN CHEM, P327
[7] TERASHIMA S, 1978, TETRAHEDRON LETT, P1763
[8] COMPARATIVE JUVENILE-HORMONE ACTIVITY OF SOME TERPENOID ETHERS AND ESTERS ON SELECTED COLEOPTERA
WALKER, WF
BOWERS, WS
[J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1973, 21 (02) : 145 - 148

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