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.
Author: | Miro Halaczkiewicz, Harald Kelm, Georg ManolikakesORCiD |
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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): | Zweitveröffentlichung |