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Synthesis of novel multi-functionalized pyrrolidines by [3 + 2] dipolar cycloaddition of azomethine ylides and vinyl ketones
dc.contributor.author | Pešić, Marko | |
dc.contributor.author | Bugarinović, Jovana | |
dc.contributor.author | Minić, Aleksandra | |
dc.contributor.author | Ilić Komatina, Danijela | |
dc.contributor.author | Pejović, Anka | |
dc.contributor.author | Šmit, Biljana | |
dc.contributor.author | Stevanović, Dragana | |
dc.contributor.author | Damljanović, Ivan | |
dc.date.accessioned | 2022-09-26T10:04:13Z | |
dc.date.available | 2022-09-26T10:04:13Z | |
dc.date.issued | 2019-02 | |
dc.identifier.uri | https://platon.pr.ac.rs/handle/123456789/664 | |
dc.description.abstract | An efficient and easy synthetic route to substituted pyrrolidine derivatives has been established through [3 + 2] dipolar cycloaddition of vinyl ketones and azomethine ylides. The reactions proceed smoothly, under mild conditions, affording moderate to high isolated yields (up to 88%) of the products, within a short reaction time (15–45 min), providing a series of novel potentially bioactive compounds. Mechanistic considerations revealed that this cycloaddition exclusively proceeds following endo-pathway which enables access to the cis-derivatives. The products that contain acetyl group at C4 easily undergo isomerization, as it was confirmed by monitoring of the reaction kinetics and DFT calculations. | en_US |
dc.language.iso | en_US | en_US |
dc.publisher | Monatshefte fuer Chemie/Chemical Monthly | en_US |
dc.rights | Ауторство-Некомерцијално-Без прерада 3.0 САД | * |
dc.rights.uri | http://creativecommons.org/licenses/by-nc-nd/3.0/us/ | * |
dc.title | Synthesis of novel multi-functionalized pyrrolidines by [3 + 2] dipolar cycloaddition of azomethine ylides and vinyl ketones | en_US |
dc.title.alternative | Monatshefte fuer Chemie/Chemical Monthly | en_US |
dc.type | clanak-u-casopisu | en_US |
dc.description.version | publishedVersion | en_US |
dc.identifier.doi | 10.1007/s00706-018-2340-6 | |
dc.citation.volume | 150 | |
dc.subject.keywords | Cycloadditions | en_US |
dc.subject.keywords | Enones | en_US |
dc.subject.keywords | Heterocycles | en_US |
dc.type.mCategory | M23 | en_US |
dc.type.mCategory | openAccess | en_US |
dc.type.mCategory | M23 | en_US |
dc.type.mCategory | openAccess | en_US |