65733-27-9Relevant articles and documents
COMPOSITION OF ESSENTIAL OIL FROM LEAVES OF EUCALYPTUS DELEGATENSIS
Weston, Roderick J.
, p. 1943 - 1946 (1984)
The major components of a dichloromethane extract of mature Eucalyptus delegatensis leaves were cis- and trans-p-2-menthen-1-ol, trans-piperitol, α- and β-eudesmol, 4-phenyl-2-butanone and methyl cinnamate.The major terpenoid was considered to be trans-piperitol, which was responsible for the peppermint aroma of freshly crushed leaves.The steam distillate of the same leaves contained the above compounds together with a number of monoterpene hydrocarbons which were considered to be artefacts.Use of these hydrocarbons as chemotaxonomic markers was considered to be erroneous.Key Word Index-Eucalyptus delegatensis; Myrtaceae; alpine ash; essential oil; cis- and trans-p-2-menthen-1-ol; trans-piperitol; monoterpenoids; sesquiterpenoids; phenylpropanoids; peppermint aroma; chemotaxonomy.
Enantioselective Total Syntheses of (+)-Hostmanin A, (-)-Linderol A, (+)-Methyllinderatin and Structural Reassignment of Adunctin E
Dethe, Dattatraya H.,Dherange, Balu D.
, p. 4526 - 4531 (2015/05/13)
A one-step protocol has been developed for the enantioselective synthesis of hexahydrodibenzofuran derivatives using a modified Friedel-Crafts reaction. The developed method was applied to the synthesis of a series of natural products including (+)-hostmanin A, (+)-methyllinderatin, and (-)-linderol A. The synthetic and spectroscopic data investigations led to the structural reassignment of natural product adunctin E, which was further confirmed by single-crystal X-ray analysis. (Chemical Presented).
Enantiomeric differentiation of oxygenated p-menthane derivatives by 13C NMR using Yb(hfc)3
Lanfranchi, Don Antoine,Blanc, Marie-Cecile,Vellutini, Muriel,Bradesi, Pascale,Casanova, Joseph,Tomi, Felix
experimental part, p. 1188 - 1194 (2009/05/26)
The 13C NMR behaviour of 21 p-menthanic terpene bearing an oxygenated function (alcohol, ketone, acetate) was examined in the presence of a chiral lanthanide shift reagent (Yb(hfc)3). For each monocyclic compound, we measured the lanthanide-induced shift (LIS) on the signals of the carbons and the splitting of signals allowing the enantiomeric differentiation. Some general features were found about their LIS behaviour: experimental data establishing distinct patterns for carvomenthone-like compounds and menthone-like compounds. The enantiomeric splitting was observed for the majority of signals in the spectrum of each compound. In the case of alcohols and acetates, the influence of the relative stereochemistry (cis vs trans) of isopropyl(ene) and the binding function was discussed. Copyright
