Addition of alcohols to 4-methylene-1,3-dioxolanes
- Autores: Sokov S.1, Borisova Y.1, Raskil'dina G.1, Zlotsky S.1, Golovanov A.1
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Afiliações:
- Ufa State Petroleum Technological University
- Edição: Volume 93, Nº 10 (2023)
- Páginas: 1557-1562
- Seção: Articles
- URL: https://journals.rcsi.science/0044-460X/article/view/247194
- DOI: https://doi.org/10.31857/S0044460X23100025
- EDN: https://elibrary.ru/PLOSGQ
- ID: 247194
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Resumo
The addition of alcohols to 2-methylene-1,4-dioxaspiro[4.5]decane under the conditions of CF3CO2H catalysis occurs with the selective formation of the corresponding alkoxy derivatives. The conditions that ensure the preparative isolation of target compounds in 63-94% yields are determined, and the relative activity of alcohols in the addition reaction at the exocyclic double bond of substrates is determined.
Sobre autores
S. Sokov
Ufa State Petroleum Technological University
Yu. Borisova
Ufa State Petroleum Technological University
Email: yulianna_borisova@mail.ru
G. Raskil'dina
Ufa State Petroleum Technological University
S. Zlotsky
Ufa State Petroleum Technological University
A. Golovanov
Ufa State Petroleum Technological University
Bibliografia
- Sudarsanam P., Mallesham B., Prasad A.N., Reddy P.S., Reddy B.M. // Fuel Process. Technol. 2013. Vol. 106. P. 539. doi: 10.1016/j.fuproc.2012.09.025
- Kumar K., Pathak S., Upadhyayula S. // Renew. Energy.2021. Vol. 167. P. 282. doi: 10.1016/j.renene.2020.11.084
- Опарина Л.А., Высоцкая О.В., Степанов А.В., Гусарова Н.К., Трофимов Б.А. // ЖОрХ. 2012. Т. 48. № 9. С. 1166
- Oparina L.A., Vysotskaya O.V., Stepanov A.V., Gusarova N.K., Trofimov B.A.// Russ. J. Org. Chem. 2012. Vol. 48. N 9. P. 1162. doi: 10.1134/S1070428012090023
- Moity L., Benazzouz A., Molinier V., Nardello-Rataj V., Elmkaddem M.K., de Caro P., Thiébaud-Roux S., Gerbaud V., Marione P., Aubry J.-M. // Green Chem. 2015. Vol. 17. N 3. P. 1779. doi: 10.1039/C4GC02377C
- Раскильдина Г.З., Кузьмина У.Ш., Джумаев Ш.Ш., Борисова Ю.Г., Ишметова Д.В., Вахитова Ю.В., Злотский С.С. // Изв. АН. Сер. хим. 2021. Т. 70. № 3. С. 475
- Raskil'dina G.Z., Kuzmina U.Sh., Dzhumaev Sh.Sh., Borisova Yu.G., Ishmetova D.V., Vakhitova Yu.V., Zlotskii S.S. // Russ. Chem. Bull. 2021. Vol. 70. N 3. P. 475. doi: 10.1007/s11172-021-3111-9
- Meng S.-S., Liang Y., Cao K.-S., Zou L., Lin X.-B., Yang H., Houk K.N., Zheng W.-H. // J. Am. Chem. Soc. 2014. Vol. 136. N 35. P. 12249. doi: 10.1021/ja507332x
- Johnsson R., Ohlin M., Ellervik U. // J. Org. Chem. 2010. Vol. 75. N 23. P. 8003. doi: 10.1021/jo101184d
- Опарина Л.А., Колыванов Н.А., Ганина А.А., Дьячкова С.Г. // Нефтехимия. 2020. Т. 60. № 1. С. 148
- Oparina L.A., Kolyvanov N.A., Ganina A.A., D'yachkova S.G. // Petrol. Chem. 2020. Vol. 60. N 1. P. 134. doi: 10.1134/S0965544120010107
- Frauenrath H., Runsink J. // J. Org. Chem. 1988. Vol. 53. N 9. P. 1860. doi: 10.1021/jo00244a004.
- Orth H. // Angew. Chem. 1952. Vol. 64. N 19-20. P. 544. doi: 10.1002/ange.19520641908
- Brandsma L. Synthesis of Acetylenes, Allenes and Cumulenes. Methods and Techniques. Amsterdam
- Tokyo: Elsevier, 2004. P. 123.