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Oxidation of terpenoid diols with chlorine dioxide. Easy preparation of α-hydroxyketones

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Abstract

Oxidative dehydrogenation of vicinal diols of bornane and pinane type with chlorine dioxide in dimethylformamide has yielded α-hydroxyketones with high selectivity. 3α-Hydroxy-10β-pinane-4-one has been prepared for the first time with yield of 63–65%; the product structure has been confirmed by X-ray diffraction studies.

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Correspondence to L. L. Frolova.

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Original Russian Text © L.L. Frolova, A.V. Popov, L.V. Bezuglaya, I.N. Alekseev, P.A. Slepukhin, A.V. Kuchin, 2014, published in Zhurnal Obshchei Khimii, 2014, Vol. 84, No. 5, pp. 761–767.

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Frolova, L.L., Popov, A.V., Bezuglaya, L.V. et al. Oxidation of terpenoid diols with chlorine dioxide. Easy preparation of α-hydroxyketones. Russ J Gen Chem 84, 853–859 (2014). https://doi.org/10.1134/S1070363214050120

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  • DOI: https://doi.org/10.1134/S1070363214050120

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