Chemoselective Ring Closure of 4-(3-Methyl-2-oxo-2,5-dihydro-1H-pyrrol-1-yl)butanal Leading to Pandalizine A
العنوان: | Chemoselective Ring Closure of 4-(3-Methyl-2-oxo-2,5-dihydro-1H-pyrrol-1-yl)butanal Leading to Pandalizine A |
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المؤلفون: | Narshinha P. Argade, Mahesh B. Yadav, Kailas R. Pandhade |
المصدر: | ACS Omega ACS Omega, Vol 5, Iss 1, Pp 859-863 (2019) |
بيانات النشر: | American Chemical Society (ACS), 2019. |
سنة النشر: | 2019 |
مصطلحات موضوعية: | Chemistry, General Chemical Engineering, Regioselectivity, Total synthesis, Model system, General Chemistry, Keto–enol tautomerism, Ring (chemistry), Medicinal chemistry, Article, Intramolecular force, Aldol condensation, QD1-999 |
الوصف: | Starting from methylmaleic anhydride, a facile total synthesis of pandalizine A alkaloid is described via the regioselective reduction of methylmaleimide and acid-catalyzed enolization of 4-(3-methyl-2-oxo-2,5-dihydro-1H-pyrrol-1-yl)butanal followed by chemoselective intramolecular dehydrative cyclization as the key steps. It is noteworthy that the analogous model system with an additional β-methyl group followed an alternative chemoselective intermolecular aldol condensation pathway. |
تدمد: | 2470-1343 |
URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::f8c1fdf214f94c92131d34813d3742c9 https://doi.org/10.1021/acsomega.9b03760 |
حقوق: | OPEN |
رقم الأكسشن: | edsair.doi.dedup.....f8c1fdf214f94c92131d34813d3742c9 |
قاعدة البيانات: | OpenAIRE |
تدمد: | 24701343 |
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