Abstract
Precursors to terpene alcohols of the o- and p-menthane series (o-cimen-7-ol and o- and p-cimen-9-ols) were synthesized, and their reduction with lithium in ethylenediamine was studied. The reduction of o- and p-cimen-9-ols in the presence of isopropyl alcohol selectively afforded the corresponding 1,4-dihydro derivatives. Under analogous conditions, o-cimen-7-ol was converted into a mixture of unsaturated hydrocarbons. The reduction with lithium in ethylenediamine in the absence of isopropyl alcohol in all cases gave mixtures of menthene alcohols.
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Original Russian Text © P.I. Fedorov, T.P. Fedorova, V.P. Sheverdov, G.P. Pavlov, A.V. Eremkin, 2016, published in Zhurnal Organicheskoi Khimii, 2016, Vol. 52, No. 6, pp. 821–826.
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Fedorov, P.I., Fedorova, T.P., Sheverdov, V.P. et al. Compounds of the menthane series. Synthesis of unsaturated primary alcohols with the o- and p-menthane skeletons. Russ J Org Chem 52, 806–812 (2016). https://doi.org/10.1134/S1070428016060075
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DOI: https://doi.org/10.1134/S1070428016060075