Abstract:
Conditions for the highly regioselective reduction of the specified keto groups in the Michael adduct of levoglucosenone and cyclohexanone have been developed. Selective reduction of the keto group in the cyclohexanone moiety was performed under the action of lithium metal in NH3/THF system. Reduction of the keto group in the carbohydrate residue was accomplished microbiologically or by refluxing with NaBH(OAc)3 in benzene.
Keywords:
levoglucosenone, cyclohexanone, Michael adduct, regioselective reduction, ketones.
Citation:
L. Kh. Faizullina, Yu. S. Galimova, Yu. A. Khalilova, A. R. Tagirov, Sh. M. Salikhov, F. A. Valeev, “Regioselective reduction of keto groups in Michael adducts of levoglucosenone and cyclohexanone”, Mendeleev Commun., 32:5 (2022), 632–633
Linking options:
https://www.mathnet.ru/eng/mendc749
https://www.mathnet.ru/eng/mendc/v32/i5/p632
This publication is cited in the following 1 articles:
L. Kh. Faizullina, A. R. Tagirov, Sh. M. Salikhov, F. A. Valeev, “Ene reaction of Diels–Alder adducts of levoglucosenone and 1,3-dienes with acetaldehyde”, Mendeleev Commun., 33:1 (2023), 9–10
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