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

Authors
ARCHELAS A DELBECQUE JP FURSTOSS R
Citation
A. Archelas et al., MICROBIOLOGICAL TRANSFORMATIONS .30. ENANTIOSELECTIVE HYDROLYSIS OF RACEMIC EPOXIDES - THE SYNTHESIS OF ENANTIOPURE INSECT JUVENILE-HORMONEANALOGS (BOWERS COMPOUND), Tetrahedron : asymmetry, 4(12), 1993, pp. 2445-2446
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
4
Issue
12
Year of publication
1993
Pages
2445 - 2446
Database
ISI
SICI code
0957-4166(1993)4:12<2445:MT.EHO>2.0.ZU;2-H
Abstract
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 syn thesis 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 yell ow meal worm Tenebrio molitor.