I. Bombarda et al., SESQUITERPENIC EPOXIDES AND ALCOHOLS DERIVED FROM HYDROCARBONS OF VETIVER ESSENTIAL OIL, Journal of agricultural and food chemistry, 44(1), 1996, pp. 217-222
Increasing the value of the hydrocarbon fraction of Bourbon vetiver es
sential oil (BVEO) was attempted by oxidation and reduction reactions
to obtain odorous sesquiterpenic alcohols. Oxidation of this sesquiter
penic fraction of BVEO with m-chloroperbenzoic acid afforded three new
oxidized products, including a zizaene monoepoxide and two diepoxides
derived from zizanene and valencene. Reduction reaction of sesquiterp
enic epoxides of BVEO led to three sesquiterpenols, including two ziza
nol epimers and an epoxialcohol derived from valencene, which have bee
n synthesized in high yields (85-100%). Structural determination of th
ese derivatives followed from one- and two-dimensional NMR spectroscop
y and gas chromatography-mass spectrometry techniques.