Preparation of pyrrolizinone derivatives via sequential transformations of cyclic allyl imides: synthesis of quinolactacide and marinamide
Abstract
A facile synthetic route has been developed for the preparation of pyrrolizinone derivatives employing N-allyl imides as starting materials. The nucleophilic addition of a vinyl Grignard reagent/RCM/elimination sequence afforded pyrrolizinones in good yields and has been applied for the preparation of naturally occurring quinolactacide and marinamide.
Source:
Organic & Biomolecular Chemistry, 2018, 16, 12, 2125-2133Publisher:
- Royal Soc Chemistry, Cambridge
Funding / projects:
DOI: 10.1039/c8ob00260f
ISSN: 1477-0520
PubMed: 29512679
WoS: 000428808500014
Scopus: 2-s2.0-85044293947
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Institution/Community
PharmacyTY - JOUR AU - Simić, Milena AU - Tasić, Gordana AU - Jovanović, Predrag AU - Petković, Miloš AU - Savić, Vladimir PY - 2018 UR - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3040 AB - A facile synthetic route has been developed for the preparation of pyrrolizinone derivatives employing N-allyl imides as starting materials. The nucleophilic addition of a vinyl Grignard reagent/RCM/elimination sequence afforded pyrrolizinones in good yields and has been applied for the preparation of naturally occurring quinolactacide and marinamide. PB - Royal Soc Chemistry, Cambridge T2 - Organic & Biomolecular Chemistry T1 - Preparation of pyrrolizinone derivatives via sequential transformations of cyclic allyl imides: synthesis of quinolactacide and marinamide VL - 16 IS - 12 SP - 2125 EP - 2133 DO - 10.1039/c8ob00260f ER -
@article{ author = "Simić, Milena and Tasić, Gordana and Jovanović, Predrag and Petković, Miloš and Savić, Vladimir", year = "2018", abstract = "A facile synthetic route has been developed for the preparation of pyrrolizinone derivatives employing N-allyl imides as starting materials. The nucleophilic addition of a vinyl Grignard reagent/RCM/elimination sequence afforded pyrrolizinones in good yields and has been applied for the preparation of naturally occurring quinolactacide and marinamide.", publisher = "Royal Soc Chemistry, Cambridge", journal = "Organic & Biomolecular Chemistry", title = "Preparation of pyrrolizinone derivatives via sequential transformations of cyclic allyl imides: synthesis of quinolactacide and marinamide", volume = "16", number = "12", pages = "2125-2133", doi = "10.1039/c8ob00260f" }
Simić, M., Tasić, G., Jovanović, P., Petković, M.,& Savić, V.. (2018). Preparation of pyrrolizinone derivatives via sequential transformations of cyclic allyl imides: synthesis of quinolactacide and marinamide. in Organic & Biomolecular Chemistry Royal Soc Chemistry, Cambridge., 16(12), 2125-2133. https://doi.org/10.1039/c8ob00260f
Simić M, Tasić G, Jovanović P, Petković M, Savić V. Preparation of pyrrolizinone derivatives via sequential transformations of cyclic allyl imides: synthesis of quinolactacide and marinamide. in Organic & Biomolecular Chemistry. 2018;16(12):2125-2133. doi:10.1039/c8ob00260f .
Simić, Milena, Tasić, Gordana, Jovanović, Predrag, Petković, Miloš, Savić, Vladimir, "Preparation of pyrrolizinone derivatives via sequential transformations of cyclic allyl imides: synthesis of quinolactacide and marinamide" in Organic & Biomolecular Chemistry, 16, no. 12 (2018):2125-2133, https://doi.org/10.1039/c8ob00260f . .