DyKAT by DiCat: Stereoconvergent Dienamine-Catalyzed Claisen Rearrangements
| العنوان: | DyKAT by DiCat: Stereoconvergent Dienamine-Catalyzed Claisen Rearrangements |
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| المؤلفون: | Ana De Oliveira Silva, Jordan L. Harper, Katherine N. Fuhr, Roger A. Lalancette, Paul Ha-Yeon Cheong, Stacey E. Brenner-Moyer |
| المصدر: | The Journal of Organic Chemistry. 87:10105-10113 |
| بيانات النشر: | American Chemical Society (ACS), 2022. |
| سنة النشر: | 2022 |
| مصطلحات موضوعية: | Organic Chemistry, Stereoisomerism, Catalysis |
| الوصف: | This Claisen rearrangement establishes the feasibility of DyKAT of γ-epimeric enals via dienamine formation to afford enantioenriched products. γ-Aryl and -alkyl enals, and exocyclic enals that introduce quaternary centers, are all amenable substrates. Products are readily converted into pyrrolidines or cyclopentenols. Notably, a reactive dienamine intermediate has been isolated from a catalytic reaction, fully characterized, and converted to product upon reexposure to reaction conditions. Product configuration arises from a directing C-H···π interaction in the transition state. |
| تدمد: | 1520-6904 0022-3263 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::548783aa7437c33f492d11ae3054152b https://doi.org/10.1021/acs.joc.2c01079 |
| حقوق: | CLOSED |
| رقم الأكسشن: | edsair.doi.dedup.....548783aa7437c33f492d11ae3054152b |
| قاعدة البيانات: | OpenAIRE |
Find this issue from the American Chemical Society | تدمد: | 15206904 00223263 |
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