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
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.