53494-49-8Relevant academic research and scientific papers
PHOTOCHEMICAL ROUTE TO CEMBRANOIDS CONTAINING A cis-DISUBSTITUTED DOUBLE BOND
Vorob'ev, A. V.,Shevtsov, S. A.,Raldugin, V. A
, p. 150 - 156 (2007/10/02)
The 2-cis isomers of the natural diterpenoids isocembrol, 4-epiisocembrol, and isocembrene have been synthesized from a norcembrane ketone by the use of photochemical methods.
Decaryiol, a New Cembrane Diterpene from the Marine Soft Coral Sarcophyton decaryi
Carmely, Shmuel,Groweiss, Amiram,Kashman, Yoel
, p. 4279 - 4284 (2007/10/02)
The petroleum ether extract of the soft coral Sarcophyton decaryi yielded the cembrane-type diterpenes thunbergol (1), decaryiol (4), and 3,4-epoxynephthenol (13) in addition to nephthenol and trocheliophorol as reported previously.Compounds 4 and 13 are new and were characterized by spectral data, degradative studies by ozonolysis, and chemical transformations.Nephthenol reacts with tetrabromocyclohexadienone to give 11, the 3-bromo analogue of decaryiol.Compounds 4 and 11 rearrange to an enol ether (10), thereby proving the cembranoid structure of 4. 3,4-Epoxynephthenol (13), the second new cembranoid, is believed to be the biogenetic precursor of decaryiol (4), and, indeed, 13 could be transformed into 4 by acid catalysis.
