A FORMAL AND ENANTIOSELECTIVE SYNTHESIS OF (-)-SERRICORNIN, THE SEX-PHEROMONE OF THE CIGARETTE BEETLE (LASIODERMA SERRICORNE F)

Authors
FERREIRA JTB MARQUES JA MARINO JP
Citation
Jtb. Ferreira et al., A FORMAL AND ENANTIOSELECTIVE SYNTHESIS OF (-)-SERRICORNIN, THE SEX-PHEROMONE OF THE CIGARETTE BEETLE (LASIODERMA SERRICORNE F), Tetrahedron : asymmetry, 5(4), 1994, pp. 641-648
Citations number
26
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
5
Issue
4
Year of publication
1994
Pages
641 - 648
Database
ISI
SICI code
0957-4166(1994)5:4<641:AFAESO>2.0.ZU;2-N
Abstract
A synthesis of (-)-Serricornin is described. The (4S,5S)-4-methyl-5-et hyl delta-valerolactone 8 has been synthesized with a high degree of e nantioselectivity starting from (R)-(+)-(E)-1-propenyl p-tolylsulfoxid e 2, having the enantioselective Marino's lactonization as the key ste p.