Stereodivergent Photoelectrocyclization Reactions of Bis-aryl Cycloalkenones: Intercepting Photoelectrocyclization Intermediates with Acid
| العنوان: | Stereodivergent Photoelectrocyclization Reactions of Bis-aryl Cycloalkenones: Intercepting Photoelectrocyclization Intermediates with Acid |
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| المؤلفون: | Jon D. Rainier, Xuchen Zhao, Changqing Song |
| المصدر: | Org Lett |
| بيانات النشر: | American Chemical Society (ACS), 2019. |
| سنة النشر: | 2019 |
| مصطلحات موضوعية: | Tandem, Aryl, Organic Chemistry, Stereoisomerism, Ketones, Photochemical Processes, Biochemistry, Article, chemistry.chemical_compound, chemistry, Cyclization, Cyclohexenone, Computational chemistry, Electrochemistry, Physical and Theoretical Chemistry |
| الوصف: | Described here are tandem photoelectrocyclization and [l,5]-hydride shift reactions of heteroaryl-containing bis-aryl cyclohexenone derivatives that give heteroaryl-substituted dihydrophenanthrenes. This Letter demonstrates that electrocyclization intermediates can be trapped with acid when the [l,5]-hydride shift is relatively slow. From a practical perspective, the observation that the acid-mediated reaction gives a divergent stereochemical outcome when compared with the reaction run under neutral conditions makes these transformations powerful. |
| تدمد: | 1523-7052 1523-7060 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::9a81cb3049fca9ed5b370d18e3942c67 https://doi.org/10.1021/acs.orglett.9b03214 |
| حقوق: | OPEN |
| رقم الأكسشن: | edsair.doi.dedup.....9a81cb3049fca9ed5b370d18e3942c67 |
| قاعدة البيانات: | OpenAIRE |
Find this issue from the American Chemical Society | تدمد: | 15237052 15237060 |
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