STUDIES ON THE SYNTHESIS OF ELEGAN-TYPE LINEAR DITERPENES - THE EFFICIENT TOTAL SYNTHESES OF ELEGANOLONE, ELEGANOLONE ACETATE, ELEGANDIOL, ELEGANONAL, AND EPOXYELEGANOLONE

Citation
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
Citations number
16
Categorie Soggetti
Chemistry Medicinal","Plant Sciences","Pharmacology & Pharmacy
Journal title
ISSN journal
01633864
Volume
61
Issue
1
Year of publication
1998
Pages
92 - 95
Database
ISI
SICI code
0163-3864(1998)61:1<92:SOTSOE>2.0.ZU;2-#
Abstract
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.