Mutual kinetic resolution of 3-methyl-3,4-dihydro-2H-1,4-benzoxazines and 2-alkoxyacyl chlorides
| العنوان: | Mutual kinetic resolution of 3-methyl-3,4-dihydro-2H-1,4-benzoxazines and 2-alkoxyacyl chlorides |
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| المؤلفون: | A. A. Tumashov, Mikhail I. Kodess, Galina L. Levit, Sergey A. Vakarov, Liliya Sh. Sadretdinova, Dmitry А. Gruzdev, Victor P. Krasnov, Evgeny B. Gorbunov |
| المصدر: | Chemistry of Heterocyclic Compounds. 54:437-446 |
| بيانات النشر: | Springer Science and Business Media LLC, 2018. |
| سنة النشر: | 2018 |
| مصطلحات موضوعية: | 010405 organic chemistry, Chemistry, Organic Chemistry, Substituent, 010402 general chemistry, 01 natural sciences, Chloride, Medicinal chemistry, 0104 chemical sciences, Kinetic resolution, Acylation, chemistry.chemical_compound, Propanoic acid, Acyl chloride, medicine, Isopropyl, medicine.drug, Methyl group |
| الوصف: | Stereoselective acylation of racemic 3-methyl-3,4-dihydro-2Н-1,4-benzoxazine and its 7,8-difluoro-substituted analog with racemic 2-alkoxyacyl chlorides was stidied. The reactions of 3-methyl-3,4-dihydro-2H-1,4-benzoxazines with 2-methoxyisopentanoyl chloride were found to be more selective (selectivity factor s 31–32) compared to the acylation with other studied propanoyl chlorides (s 18–21). This fact was probably caused by the significant steric hindrance due to the isopropyl substituent in acyl chloride compared to the methyl group in reagents derived from propanoic acid. |
| تدمد: | 1573-8353 0009-3122 |
| DOI: | 10.1007/s10593-018-2286-y |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_________::d19d2dfeca7b1ed80bc46c666b10b95f https://doi.org/10.1007/s10593-018-2286-y |
| Rights: | CLOSED |
| رقم الانضمام: | edsair.doi...........d19d2dfeca7b1ed80bc46c666b10b95f |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 15738353 00093122 |
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| DOI: | 10.1007/s10593-018-2286-y |