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Preparation of pyrrolizinone derivatives via sequential transformations of cyclic allyl imides: synthesis of quinolactacide and marinamide

Authorized Users Only
2018
Authors
Simić, Milena
Tasić, Gordana
Jovanović, Predrag
Petković, Miloš
Savić, Vladimir
Article (Published version)
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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, 2125-2133
Publisher:
  • Royal Soc Chemistry, Cambridge
Funding / projects:
  • Computational design, synthesis and biological evaluation of new heterocyclic compounds as selective tumorogenesis inhibitors (RS-172009)

DOI: 10.1039/c8ob00260f

ISSN: 1477-0520

PubMed: 29512679

WoS: 000428808500014

Scopus: 2-s2.0-85044293947
[ Google Scholar ]
9
4
URI
https://farfar.pharmacy.bg.ac.rs/handle/123456789/3040
Collections
  • Radovi istraživača / Researchers’ publications
Institution/Community
Pharmacy
TY  - 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 . .

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