Stereoselective synthesis of the pheromone (R)-(-)-sulcatol, and its enantiopure (R)- and (S)1-mono-, 1,1-di-, and -1,1,1-trifluoro analogues

Authors
Arnone, A Bravo, P Panzeri, W Viani, F Zanda, M
Citation
A. Arnone et al., Stereoselective synthesis of the pheromone (R)-(-)-sulcatol, and its enantiopure (R)- and (S)1-mono-, 1,1-di-, and -1,1,1-trifluoro analogues, EUR J ORG C, (1), 1999, pp. 117-127
Citations number
72
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
1
Year of publication
1999
Pages
117 - 127
Database
ISI
SICI code
1434-193X(199901):1<117:SSOTP(>2.0.ZU;2-T
Abstract
The pheromone (R)-(-)-sulcatol (10a) and three of its enantiomeric mono-, d i-, and trifluoro analogues 10b-d have been synthesized, in six steps and w ith good overall yields, starting from chiral (R)-2-methyl-5-[(4-methylphen yl)sulfinyl]pent-2-ene (1) and commercially available fluorinated or non-fl uorinated acetates.