Development of a [2 + 2]-Nitroso/Alkene Cycloaddition Using Sodium Tetrakis[3,5-bis(trifluoromethyl)phenyl]borate Catalyst: Controlled Chemoselectivity of Two Equilibrating Isomeric Intermediates
| العنوان: | Development of a [2 + 2]-Nitroso/Alkene Cycloaddition Using Sodium Tetrakis[3,5-bis(trifluoromethyl)phenyl]borate Catalyst: Controlled Chemoselectivity of Two Equilibrating Isomeric Intermediates |
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| المؤلفون: | Jia-Xuan Chen, Prakash D. Jadhav, Rai-Shung Liu, Ching-Nung Chen |
| المصدر: | Organic Letters. 23:6246-6251 |
| بيانات النشر: | American Chemical Society (ACS), 2021. |
| سنة النشر: | 2021 |
| مصطلحات موضوعية: | chemistry.chemical_classification, Trifluoromethyl, Alkene, Organic Chemistry, Nitroso, Biochemistry, Medicinal chemistry, Toluene, Cycloaddition, Catalysis, chemistry.chemical_compound, chemistry, Structural isomer, Physical and Theoretical Chemistry, Chemoselectivity |
| الوصف: | Sodium tetrakis[3,5-bis(trifluoromethyl)-phenyl]borate (NaBArF) catalyzes the [2 + 2] cycloaddition of 1,4-disubstituted cyclopenta-1,3-dien-2-yl esters with nitrsobenzene in toluene, affording two isolable regioisomers of 6-oxa-7-azabicyclo[3.2.0] heptanes, which thermally rearrange into the same 4-aminocyclopent-1-en-3-ones. In the case of 4-substituted cyclopenta-1,3-dien-2-yl esters, their initial [2 + 2] cycloaddition intermediates undergo a rapid ring expansion to afford six-membered piperidone derivatives efficiently. |
| تدمد: | 1523-7052 1523-7060 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::f96195ee05f66e6d04a6fe282745ba91 https://doi.org/10.1021/acs.orglett.1c01987 |
| حقوق: | CLOSED |
| رقم الأكسشن: | edsair.doi.dedup.....f96195ee05f66e6d04a6fe282745ba91 |
| قاعدة البيانات: | OpenAIRE |
Find this issue from the American Chemical Society | تدمد: | 15237052 15237060 |
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