77521-40-5Relevant articles and documents
APPROACH TO THE SYNTHESIS OF SIDE-CHAIN EUDESMANEDIOLS: SYNTHESIS OF KUDTRIOL FROM 1-(α)-SANTONIN
Harapanhalli, Ravi S.
, p. 3149 - 3154 (1988)
The synthesis of an eudesmanic alcohol, kudtriol (1), is described along with its 11-deoxy analogue (19) starting from 1-(α)-santonin in ten steps.The known intermediate methyl (11S)-3-oxoeudesm-4-en-12-oate (5b) was taken through the new intermediates methyl (11S)-eudesm-4-en-12-oate (6), (11S)-eudesm-4-en-12-al (17), 11-hydroxyeudesm-4-en-12-al (18), and eudesm-4-ene-11,12-diol (8).The consstruction of side-chain diol moiety in the last mentioned intermediate was achieved by the application of Vedejs' enolate hydroxylation on (17).The sensitized photo-oxygenation cum reduction sequence transformed the ene diol (8) into the title compound (1).A similar sequence on (11S)-eudesm-4-en-12-ol (16) resulted in 11-deoxykudtriol (19).
Eudesmane alcohols from jasonia glutinosa
Pascual Teresa,Barrero,San Feliciano,Medarde
, p. 2155 - 2157 (2007/10/02)
Three new sesquiterpene alcohols have been isolated from Jasonia glutinosa. Their structures were elucidated by spectroscopic methods and chemical correlations as (-)-[11R]-4α,14-epoxyeudesm-11,12-diol, (-)-[11R]-eudesm-4(14)-en-5β,11,12-triol and (+)-[11R]-eudesm-4(14)-en-5α,11,12-triol and they are called α-epoxy kudtdiol, 5-epi-kudtriol and kudtriol respectively.