77521-40-5

Upstream product

• 77521-56-3 eudesm-4-ene-11,12-diol 
• 122421-93-6 (R)-2-((2R,4aR,8aR)-8a-Hydroperoxy-4a-methyl-8-methylene-decahydro-naphthalen-2-yl)-propane-1,2-diol 
• 119967-73-6 (+)-5α-hydroxy-β-selinene 
• 473-08-5 eudesma-4,11-dien-3-one 
• 17627-30-4 α-cyperene 
• 288269-08-9 4,5-oxidoselina-11-ene 
• 122442-38-0 methyl (11S)-3,3-ethylenedithioeudesm-4-en-12-oate 
• 3466-64-6 (+)-2-(1,2,3,4,4a,5,6,7-octahydro-4a,8-dimethyl-7-oxo-2-naphthyl)-propionic acid 
• 18172-87-7 methyl (11S)-3-oxo-eudesm-4-en-13-oate 
• 122421-99-2 11-hydroxyeudesm-4-en-12-al 
• 122421-92-5 methyl (11S)-eudesm-4-en-12-oate 
• 122421-98-1 (11S)-eudesm-4-en-12-al 
• 117030-00-9 (11S)-eudesm-4-en-12-ol 

Relevant academic research and scientific papers

APPROACH TO THE SYNTHESIS OF SIDE-CHAIN EUDESMANEDIOLS: SYNTHESIS OF KUDTRIOL FROM 1-(α)-SANTONIN

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).

Enantioselective total syntheses of kudtriol, 5-epi-kudtriol and their C-11 epimers

Two approaches for the enantioselective syntheses of naturally occurring kudtriol 2a and 5-epi-kudtriol 3a as well as their C-11 epimers are presented, both using the Sharpless asymmetric dihydroxylation as the key reaction. Through comparison of the spec

Eudesmane alcohols from jasonia glutinosa

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.