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Regioselective reduction of keto groups in Michael adducts of levoglucosenone and cyclohexanone

Liliya Khalitovna Faizullina 1
Liliya Khalitovna Faizullina
Yuliya Sergeevna Galimova 1
Yuliya Sergeevna Galimova
Yuliya Aleksandrovna Khalilova 1
Yuliya Aleksandrovna Khalilova
Artur R Tagirov 1
Artur R Tagirov
Shamil Mubarakovich Salikhov 1
Shamil Mubarakovich Salikhov
Farid Abdullovich Valeev 1
Farid Abdullovich Valeev
Published 2022-09-05
CommunicationVolume 32, Issue 5, 632-633
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Faizullina L. K. et al. Regioselective reduction of keto groups in Michael adducts of levoglucosenone and cyclohexanone // Mendeleev Communications. 2022. Vol. 32. No. 5. pp. 632-633.
GOST all authors (up to 50) Copy
Faizullina L. K., Galimova Y. S., Khalilova Y. A., Tagirov A. R., Salikhov S. M., Valeev F. A. Regioselective reduction of keto groups in Michael adducts of levoglucosenone and cyclohexanone // Mendeleev Communications. 2022. Vol. 32. No. 5. pp. 632-633.
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TY - JOUR
DO - 10.1016/j.mencom.2022.09.021
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.09.021
TI - Regioselective reduction of keto groups in Michael adducts of levoglucosenone and cyclohexanone
T2 - Mendeleev Communications
AU - Faizullina, Liliya Khalitovna
AU - Galimova, Yuliya Sergeevna
AU - Khalilova, Yuliya Aleksandrovna
AU - Tagirov, Artur R
AU - Salikhov, Shamil Mubarakovich
AU - Valeev, Farid Abdullovich
PY - 2022
DA - 2022/09/05
PB - Mendeleev Communications
SP - 632-633
IS - 5
VL - 32
ER -
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@article{2022_Faizullina,
author = {Liliya Khalitovna Faizullina and Yuliya Sergeevna Galimova and Yuliya Aleksandrovna Khalilova and Artur R Tagirov and Shamil Mubarakovich Salikhov and Farid Abdullovich Valeev},
title = {Regioselective reduction of keto groups in Michael adducts of levoglucosenone and cyclohexanone},
journal = {Mendeleev Communications},
year = {2022},
volume = {32},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.09.021},
number = {5},
pages = {632--633},
doi = {10.1016/j.mencom.2022.09.021}
}
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Faizullina, Liliya Khalitovna, et al. “Regioselective reduction of keto groups in Michael adducts of levoglucosenone and cyclohexanone.” Mendeleev Communications, vol. 32, no. 5, Sep. 2022, pp. 632-633. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.09.021.

Keywords

cyclohexanone
Ketones
levoglucosenone
Michael adduct
regioselective reduction

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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