DIASTEREOSELECTIVE DESULFURIZATION OF 5,6-DIHYDRO-1,4-DITHIINS - SYNTHESIS OF MUSCALURE FROM MUSCA-DOMESTICA L

Citation
R. Caputo et al., DIASTEREOSELECTIVE DESULFURIZATION OF 5,6-DIHYDRO-1,4-DITHIINS - SYNTHESIS OF MUSCALURE FROM MUSCA-DOMESTICA L, Tetrahedron, 50(24), 1994, pp. 7265-7268
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
50
Issue
24
Year of publication
1994
Pages
7265 - 7268
Database
ISI
SICI code
0040-4020(1994)50:24<7265:DDO5-S>2.0.ZU;2-2
Abstract
A procedure is reported for the chemo- and stereo-selective sulfur rem oval from 5,6-dihydro-1,4-dithiins which completes the pathway to synt hesize cis configurated olefins from carbonyl compounds. A four step s ynthesis of (Z)-9-tricosene (muscalure) with the dithiin moiety servin g as the penultimate olefin precursor is also reported as an example o f the proposed synthetic strategy.