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Transformations of peroxide ozonolysis products of (1R,3R)-p-menth-4-en-3-ol in the presence of pyridine |
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| Authors: | G Yu Ishmuratov V S Tukhvatshin R R Muslukhov A S Erastov A V Allagulova A V Bannova G A Tolstikov |
| Institution: | 1. Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054, Bashkortostan, Russia 2. Bashkir State University, ul. Zaki Validi 32, Ufa, 450076, Bashkortostan, Russia 3. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090, Russia |
| Abstract: | Ozonolysis of (1R,3R)-p-menth-4-en-3-ol in methylene chloride or methanol in the presence of pyridine afforded a mixture of equimolar amounts of epimeric 1-(2R,4S,6S)- and 1-(2S,4S,6S)-6-hydroxy-4-methyltetrahydro-2H-pyran-2-yl]-2-methylpropan-1-ones. A probable reaction mechanism is discussed. |
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