Email this article 
Interaction of Derivatives of [2+2]-Cycloadduct Dichloroketene and Dimethylfulvene with Ozone
- Authors: Valiullina Z.R.1, Ivanova N.A.1, Miftakhov M.S.1
-
Affiliations:
- Ufa Institute of Chemistry of the Ufa Federal Research Centre of the RAS
- Issue: Vol 61, No 4 (2025)
- Pages: 506-510
- Section: КРАТКОЕ СООБЩЕНИЕ
- URL: https://freezetech.ru/0514-7492/article/view/689703
- DOI: https://doi.org/10.31857/S0514749225040189
- EDN: https://elibrary.ru/SEZDQY
- ID: 689703
Cite item
Open Access
Access granted
Abstract
During ozonation of 2-dichloromethyl-5-(1-methylethylidene)-N-[(1R)-1-phenylethyl]cyclopent-3-en-1-carboxamide in a solution of CH2Cl2-MeOH (10 : 1) at 0°С and (3aR,6aR)-3-hydroxy-6-(1-methylethylidene)-2-[(1R)-1-phenylethyl)-3,3a,6,6a-tetrahydrocyclopenta[c]pyrrol-1(2H)-one in solution of cyclohexane-MeOH (10 : 1) at 5°С under TLC control until complete consumption of the starting compounds, followed by treatment with Me2S, new optically active cyclopentenones for cyclopentanoides, 2-dichloromethyl-5-oxo-N-[(1R)-1-phenylethyl]cyclopent-3-ene-1-carboxamide and (3aR,6aR)-3-hydroxy-2-[(1R)-1-phenylethyl]-2,3,3a,6a-tetrahydrocyclopenta[c]pyrrole-1,6-dione, respectively were obtained.
Full Text
About the authors
Zuleykha R. Valiullina
Ufa Institute of Chemistry of the Ufa Federal Research Centre of the RAS
Author for correspondence.
Email: valiullina.zulya@mail.ru
ORCID iD: 0000-0002-6868-4870
Russian Federation, 69, Oktyabr Ave., Ufa, 450054
Nadezhda A. Ivanova
Ufa Institute of Chemistry of the Ufa Federal Research Centre of the RAS
Email: valiullina.zulya@mail.ru
ORCID iD: 0000-0002-3101-1285
Russian Federation, 69, Oktyabr Ave., Ufa, 450054
M. S. Miftakhov
Ufa Institute of Chemistry of the Ufa Federal Research Centre of the RAS
Email: valiullina.zulya@mail.ru
ORCID iD: 0000-0002-0269-7484
Russian Federation, 69, Oktyabr Ave., Ufa, 450054
References
- Trost B.M. Chem. Soc. Rev. 1982, 11, 141–171. doi: 10.1039/CS9881700111
- Лоза В.В., Валиуллина З.Р., Мифтахов М.С. Известия АН, Сер. хим. 2021, 1–31. [Loza V.V., Valiullina Z.R., Miftakhov M.S. Russ. Chem. Bull. 2021, 70, 1–31.] doi: 10.1007/s11172-021-3052-3
- Strans D.U. Glass. C.K. Med. Chem. Res. 2001, 21, 185–210. doi: 10.1002/med.1006
- Suzuki M, Mori M., Niwa T., Hirata R., Furuta K., Ichikawa T., Noyori R. J.Am. Chem. Soc. 1997, 119, 2376–2385. doi: 10.1021/ja9628359
- Иванова Н.А., Ахметдинова Н.П., Валиуллина З.Р., Ахметьянова В.А., Шитикова О.В., Лобов А.Н., Супоницкий К.Ю., Спирихин Л.В., Мифтахов М.С. ЖОрХ. 2012, 48, 442–449. [Ivanova N.A., Akhmetdinova N.P., Valiullina Z.R., Akhmet’yanova V.A., Shitikova O.V., Lobov A.N., Suponitskii K.Yu., Spirikhin L.V., Miftakhov M.S. Russ. J. Org. Chem. 2012, 48, 442–450.] doi: 10.1134/S1070428012030190
- Kuczkowski R.L. Chem Soc. Rev. 1992, 21, 79–83. doi: 10.1039/CS9922100079
- Толстиков Г.А., Мифтахов М.С., Валеев Ф.А., Ахметвалеев Р.Р., Халилов Л.М., Панасенко А.А. ЖОрХ. 1985, 21, 72–82. [Tolstikov G.A., Miftakhov M.S., Valeev F.A., Akhmetvaleev R.R., Khalilov L.M., Panasenko A.A. Zh. Org. Khim. 1985, 21, 72–82.]
- Толстиков Г.А., Одиноков В.Н., Мифтахов М.С., Галеева Р.И., Валеев Ф.А., Сидоров Н.Н., Мухаметзянова Р.С., Ишмуратов Г.Ю. ЖОрХ. 1982, 18, 721–727. [Tolstikov G.A., Odinokov V.N., Miftakhov M.S., Galeeva R.I., Valeev F.A., Sidorov N.N., Mukhametzyanova R.S., Ishmuratov G.U. Zh. Org. Khim. 1982, 18, 721–727.]
- Толстиков Г.А., Мифтахов М.С., Адлер М.Э., Балезина Г.Г., Ахметвалеев Р.Р., ЖОрХ. 1990, 26, 917–919. [Tolstikov G.A., Miftakhov M.S., Adler M.E., Balezina G.G., Akhmetvaleev R.R. Zh. Org. Khim. 1990, 26, 917–919.]
- Джемилев У.М., Дьяконов В.А., Хуснутдинов Р.И., Щаднева Н.А. Средние циклы и макроциклы. Синтез, свойства, применение. М.: Наука, 2022. 239–255.
- Толстиков Г.А., Мифтахов М.С., Акбутина Ф.А. ЖОрХ. 1983, 19, 1773–1774. [Tolstikov G.A., Miftakhov M.S., Akbutina F.A. Zh. Org. Khim. 1983, 19, 1773–1774.]
- Гордон А., Форд Р. Спутник химика. М.: Мир, 1976. 542.
Supplementary files
