d(6)-alpha-Famesene methyl-12,12,12-H-2(3)-dodeca-1,3E,6E,10-tetraene)
has been synthesised by two routes. Thermolysis of 2-geranyl-3-methyl
sulpholene (5) yielded unlabelled alpha-famesene (93%) which was epoxi
dized at Delta 10 in 31% yield. Oxidative cleavage of the epoxide (42%
) and Wittig elaboration of the resultant trienal with d(6)-Isopropyl
triphenylphosphorane gave d(6)-alpha-famesene (73%). Alternatively, se
lective epoxidation of (5) gave the terminal 6',7' mono-epoxide in 74%
yield. Oxidative cleavage (73%) and Wittig elaboration of the resulta
nt aldehyde;yielded deuterated 2-geranyl-3-methylsulpholene (46%). The
rmal elimination of sulphur dioxide afforded the title compound in 91%
yield.