STUDIES ON THE SYNTHESIS OF ELEGAN-TYPE LINEAR DITERPENES - THE EFFICIENT TOTAL SYNTHESES OF ELEGANOLONE, ELEGANOLONE ACETATE, ELEGANDIOL, ELEGANONAL, AND EPOXYELEGANOLONE
J. Li et al., STUDIES ON THE SYNTHESIS OF ELEGAN-TYPE LINEAR DITERPENES - THE EFFICIENT TOTAL SYNTHESES OF ELEGANOLONE, ELEGANOLONE ACETATE, ELEGANDIOL, ELEGANONAL, AND EPOXYELEGANOLONE, Journal of natural products, 61(1), 1998, pp. 92-95
The first total syntheses of five elegan-type linear diterpenes-elegan
olone (1), eleganolone acetate (2), elegandiol (3), eleganonal (4), an
d epoxyeleganolone (5)-were accomplished starting from (E,E)-farnesol
(6) via four to six steps, successively, with high overall yield. The
key step was the alkylation reaction of silyl cyanide with allylic iod
ide.