Although isolation of aciphyllene 1 was reported as earlyas1983,
it was only in 2007 the first report appeared in the literature on the synthesis of aciphyllenes.
In 2007, research group10 of Pedro reported the semi-synthesisof theputative structure 1of aciphyllene, Scheme1.
Enantiospecific synthesis of natural guaidienones 2 and 3, and their
diastereomer 4 has been accomplished starting from dihydrocarvone
via cyperone. Subsequent deoxygenation of guaiadienone 2 generated
1, whose NMR spectral data was found to differ with the aciphyllene
isolated from D. hirusta. Deoxygenation of guaidienone 3 generated 5,
whose NMR data was found to be identical to that of the natural aciphyllene
isolated from D. hirusta. Similarly, deoxygenation of the
guaiadienone