38746-47-3Relevant academic research and scientific papers
Decaryiol, a New Cembrane Diterpene from the Marine Soft Coral Sarcophyton decaryi
Carmely, Shmuel,Groweiss, Amiram,Kashman, Yoel
, p. 4279 - 4284 (1981)
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.
The Chemistry of Eremophila spp. XXV. New Cembrene Derivatives from E. dempsteri, E. platycalyx and E. fraseri
Ghisalberti, Emilio L.,Jefferies, Phillip R.,Mori, Trevor A.
, p. 1703 - 1710 (2007/10/02)
The isolation and structural elucidation of three new cembrene diterpenes from Eremophila species is reported. (1R,3Z,7E,11Z)-15-Hydroxycembra-3,7,11-trien-19-oic acid (3) and (1R,3Z,8ξ,11Z)-15-hydroxycembra-3,11-dien-19-oic acid (4) were isolated from E. dempsteri and (1R,3S,4R,7E,11Z)-3,15-epoxy-19-oxocembra-7,11-dien-18-ol as the malonate half ester derivative (15) was isolated from E. platycalyx and a variety of E.fraseri.In addition the preparation of (1R,3Z,7Z,11Z)-cembra-3,7,11,15-tetracene (13; all-cis-cembrene-A) is reported.
THE ASYMMETRIC SYNTHESIS OF 4,4-DIMETHYL-3-SUBSTITUTED BUTYROLACTONES
Leznoff, Clifford C.,McArthur, Colin R.,Whittaker, Mark
, p. 225 - 232 (2007/10/02)
Chiral 4,4-dimethyl-3-phenyl and 3-(3-oxobutyl)butyrolactones have been prepared in high enantiomeric excesses by a mild acid catalysed cleavage and lactonisation of the Michael adducts obtained from asymmetric additions of isopropenyl magnesium bromide t
ROUTES TO trans-CHRYSANTHEMIC ACID. III. SYNTHESIS FROM (+)-LIMONENE AND α-TERPINEOL
Ho, Tse-Lok,Liu, Shing-Hou
, p. 995 - 1002 (2007/10/02)
Conversion of limonene to cis-homocaronic acid and α-terpineol to Julia's bicyclic ketoxime has been achieved, the acid and the oxime are known precursors of trans-chrysanthemic acid.
