Several derivatives of cyclohexanol and fenchol have been synthesized, as structural models of geosmin, with the aim to provide easy to make and cheap earthy odorants. 1,2,2,6-Tetramethylcyclohexanol and I-ethyl-2,2,6-trimethylcyclohexanol had odors very similar to that of geosmin. All of the compounds were synthesized in one step from cheap and readily available ketones, by reaction with Grignard or lithium derivatives. In some cases diastereoisomers were separated and the odors found to be markedly different. The products obtained from the two enantiomeric forms of fenchone also exhibited different odors.
SYNTHESIS OF NEW EARTHY ODORANTS
PELOSI, PAOLO;LORENZI, ROBERTO
1992-01-01
Abstract
Several derivatives of cyclohexanol and fenchol have been synthesized, as structural models of geosmin, with the aim to provide easy to make and cheap earthy odorants. 1,2,2,6-Tetramethylcyclohexanol and I-ethyl-2,2,6-trimethylcyclohexanol had odors very similar to that of geosmin. All of the compounds were synthesized in one step from cheap and readily available ketones, by reaction with Grignard or lithium derivatives. In some cases diastereoisomers were separated and the odors found to be markedly different. The products obtained from the two enantiomeric forms of fenchone also exhibited different odors.File in questo prodotto:
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