A Enamide-Based Diastereoselective Synthesis of Isoindolo[2,1-a]quinolin-11(5H)-ones with Three Contiguous Stereogenic Centers
- A stereoselective synthesis of isoindolo[2,1-a]quinolin-11(5H)-ones containing three contiguous stereogenic centers is described. This Lewis-acid mediated reaction of enamides with N-aryl-acylimines affords the desired fused heterocyclic isoindolinones in high yields and diastereoselectivities. Scope and limitations of this method are discussed. The stereochemical outcome of this transformation indicates a stepwise reaction pathway.
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| Author: | Miro Halaczkiewicz, Harald Kelm, Georg ManolikakesORCiD |
|---|---|
| URN: | urn:nbn:de:hbz:386-kluedo-80601 |
| DOI: | https://doi.org/10.1002/ejoc.202201318 |
| ISSN: | 1099-0690 |
| Parent Title (English): | European Journal of Organic Chemistry |
| Publisher: | Wiley |
| Document Type: | Article |
| Language of publication: | English |
| Date of Publication (online): | 2024/04/17 |
| Year of first Publication: | 2022 |
| Publishing Institution: | Rheinland-Pfälzische Technische Universität Kaiserslautern-Landau |
| Date of the Publication (Server): | 2024/04/17 |
| Issue: | 26/5 |
| Page Number: | 5 |
| Source: | https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.202201318 |
| Faculties / Organisational entities: | Kaiserslautern - Fachbereich Chemie |
| DDC-Cassification: | 5 Naturwissenschaften und Mathematik / 540 Chemie |
| Collections: | Open-Access-Publikationsfonds |
| Licence (German): | Lizenz nach Originalpublikation |