ASYMMETRIC-SYNTHESIS OF BOTH ENANTIOMERS OF ALPHA,ALPHA-DIFLUOROELDANOLIDE - AN INTERESTING PROPERTY OF THEIR BIOLOGICAL-ACTIVITY

Authors
ITOH T SAKABE K KUDO K ZAGATTI P RENOU M
Citation
T. Itoh et al., ASYMMETRIC-SYNTHESIS OF BOTH ENANTIOMERS OF ALPHA,ALPHA-DIFLUOROELDANOLIDE - AN INTERESTING PROPERTY OF THEIR BIOLOGICAL-ACTIVITY, Tetrahedron letters, 39(23), 1998, pp. 4071-4074
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
23
Year of publication
1998
Pages
4071 - 4074
Database
ISI
SICI code
0040-4039(1998)39:23<4071:AOBEOA>2.0.ZU;2-C
Abstract
The synthesis of difluorinated analogue of an insect sex pheromone has been accomplished through intramolecular radical cyclization and lipa se-catalyzed reaction. Optically active alpha,alpha-difluoroeldanolide and its antipode have been synthesized. Dose-response curves construc ted from electroantennogram responses of female moths showed the diflu oroanalogues to be-as active as the natural pheromone. (C) 1998 Elsevi er Science Ltd. All rights reserved.