Regioselective reduction of keto groups in Michael adducts of levoglucosenone and cyclohexanone |
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| Affiliation: | Ufa Institute of Chemistry, Ufa Federal Research Centre of the Russian Academy of Sciences, 450054 Ufa, Russian Federation |
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| 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. |
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| Keywords: | levoglucosenone cyclohexanone Michael adduct regioselective reduction ketones |
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