- Δ5-DEHYDRO-1-HYDROXYCARVOMENTHOLS FROM THE ESSENTIAL OIL OF CHENOPODIUM MULTIFIDUM
-
The most polar fraction of the essential oil of Chenopodium multifidum is made up of three p-menth-5-en-1,2-diols diastereoisomers.Their absolute configurations have been assigned by spectral methods and by hydrogenation to the 1-hydroxycarvomenthols of k
- Teresa, J. de pascual,Torres, C.,Gonzalez, M. S.,Grande, M.,Bellido, I. S.
-
p. 2749 - 2752
(2007/10/02)
-
- Hydrogenation en phase liquide sur Pd/C de derives mono et disubstitues du limonene
-
Various derivatives of limonene, either monosubstituted: cis and trans-β-terpineols, (+) neodihydrocarveol, (-) isopulegol, or disubstituted: (+)-trans-N,N-2-dimethylamino-8-trans-p-menthene-1-ol, (+)-N,N-1-dimethylaminoneodihydrocarveol and (+)-trans-N,N-2-dimethylamino-8-cis-p-menthene-1-ol, have been hydrogenated on Pd/C or Adams PtO2 at 25 deg C and under a pressure of 1 atm in ether.With PtO2 the only product obtained has the same configuration as the starting material.On the opposite, due to its isomerising character, Pd/C leads to a mixture of two stereoisomers by racemisation of the asymmetric carbon at position 4 through migration of the exocyclic isopropenyl double bond.In the case of (+) neohydrocarvomenthone (4R) the double bond enters the ring, and so (+) carvomenthone (4R) and (-) isocarvomenthone (4S) are obtained.
- Pavia, Andre Armand,Geneste, Patrick,Olive, Jean-Louis
-
-