57605-80-8Relevant academic research and scientific papers
Syntheses of thunbergols and α- and β-cembra-2,7,11-triene-4,6-diols
Astles, Peter C.,Thomas, Eric J.
, p. 845 - 856 (2007/10/03)
Alkylation of the racemic sulfone 25, available from the epoxide 8, using the iodide 24 followed by reduction gives the protected hydroxy acetal 27. Selective deprotection gives the alcohol 28. This is converted into the bromide 29 which is used to alkyla
Cembrenediols in the curing of tobacco. X-ray crystal structures of β-cembrenediol and α-cembreneketol
Begley, Michael J.,Crombie, Leslie,McNamara, Desmond,Firth, David F.,Smith, Sue,Bevan, Peter C.
, p. 1695 - 1703 (2007/10/02)
[U-14C]-α-and β-Cembrenediols (CBDs) have been prepared photosynthetically using 14CO, assimilated by the tobacco plant. Isotopic hydrogen.
Tobacco Chemistry. 56. The Stereochemistries of the Tobacco Diterpenoids: The (1S,2E,4S,6E,8S,11E)- and (1S,2E,4R,6E,8S,11E)-2,6,11-Cembratriene-4,8-diols. Acid-induced Transformations of Cembratrienediols
Wahlberg, Inger,Behr, Dan,Eklund, Ann-Marie,Nishida, Toshiaki,Enzell, Curt R.,Berg, Jan-Eric
, p. 443 - 450 (2007/10/02)
The stereochemistries of the (1S,2E,4S,6E,8S,11E)- and (1S,2E,4R,6E,8S,11E)-2,6,11-cembratriene-4,8-diols (1, 2) have been determined by X-ray analysis.Acid-induced transformations of the 4,8-diols (1, 2) and the (1S,2E,4S,6R,7E,11E)- and (1S,2E,4R,6R,7E,11E)-cembratriene-4,6-diols (3, 4) have been studied.The results show that the 4S,6R- and 4R,6R-diols (3, 4) are interconvertible with the 4S,8S- and 4S,8R-diols (1, 7) and with the 4R,8S-diol (2), respectively.The 4,6-diols (3, 4) also undergo epimerization reactions and a fragmentation reaction yielding a seco-aldehyde (6).
