Structural studies of model system for seneciobipyrrolidine skeleton synthesis
Аутори
Simić, MilenaMicić, Nikola
Petković, Miloš
Jovanović, Predrag
Tasić, Gordana
Jovanović, Miloš
Savić, Vladimir
Конференцијски прилог (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
Tetracyclic octahydro-dipyrroloquinoline architecture is not commonly found in natural
products but some of them such as Incargranine B isolated from Incarvillea mairei var.
grandiflora and seneciobipyrrolidine isolated from Senecio scandens are derivatives of this
heterocycle [1-3], Figure 1. We envisaged potential synthetic pathway for this skeleton
based around two key steps: (3+2) dipolar cycloaddition of azomethine ylides and
unsaturated ketone and intramolecular Cu (I)-catalyzed amination to form the core
structure (Scheme 1). Creation of several chiral atoms during this process prompted careful
structural examination in order to establish correct stereochemistry and correlate it with
the structure of natural products.
Извор:
21st Central European NMR Symposium & Bruker Users Meeting, September 4-5, 2019 Belgrade, Serbia, Book of Abstracts, 2019, 52-52Издавач:
- Bruker BioSpin
Финансирање / пројекти:
- Компјутерско дизајнирање, синтеза и биолошка евалуација нових хетероцикличних једињења као селективних инхибитора туморогенезе (RS-MESTD-Basic Research (BR or ON)-172009)
Институција/група
PharmacyTY - CONF AU - Simić, Milena AU - Micić, Nikola AU - Petković, Miloš AU - Jovanović, Predrag AU - Tasić, Gordana AU - Jovanović, Miloš AU - Savić, Vladimir PY - 2019 UR - https://farfar.pharmacy.bg.ac.rs/handle/123456789/5384 AB - Tetracyclic octahydro-dipyrroloquinoline architecture is not commonly found in natural products but some of them such as Incargranine B isolated from Incarvillea mairei var. grandiflora and seneciobipyrrolidine isolated from Senecio scandens are derivatives of this heterocycle [1-3], Figure 1. We envisaged potential synthetic pathway for this skeleton based around two key steps: (3+2) dipolar cycloaddition of azomethine ylides and unsaturated ketone and intramolecular Cu (I)-catalyzed amination to form the core structure (Scheme 1). Creation of several chiral atoms during this process prompted careful structural examination in order to establish correct stereochemistry and correlate it with the structure of natural products. PB - Bruker BioSpin C3 - 21st Central European NMR Symposium & Bruker Users Meeting, September 4-5, 2019 Belgrade, Serbia, Book of Abstracts T1 - Structural studies of model system for seneciobipyrrolidine skeleton synthesis SP - 52 EP - 52 UR - https://hdl.handle.net/21.15107/rcub_farfar_5384 ER -
@conference{ author = "Simić, Milena and Micić, Nikola and Petković, Miloš and Jovanović, Predrag and Tasić, Gordana and Jovanović, Miloš and Savić, Vladimir", year = "2019", abstract = "Tetracyclic octahydro-dipyrroloquinoline architecture is not commonly found in natural products but some of them such as Incargranine B isolated from Incarvillea mairei var. grandiflora and seneciobipyrrolidine isolated from Senecio scandens are derivatives of this heterocycle [1-3], Figure 1. We envisaged potential synthetic pathway for this skeleton based around two key steps: (3+2) dipolar cycloaddition of azomethine ylides and unsaturated ketone and intramolecular Cu (I)-catalyzed amination to form the core structure (Scheme 1). Creation of several chiral atoms during this process prompted careful structural examination in order to establish correct stereochemistry and correlate it with the structure of natural products.", publisher = "Bruker BioSpin", journal = "21st Central European NMR Symposium & Bruker Users Meeting, September 4-5, 2019 Belgrade, Serbia, Book of Abstracts", title = "Structural studies of model system for seneciobipyrrolidine skeleton synthesis", pages = "52-52", url = "https://hdl.handle.net/21.15107/rcub_farfar_5384" }
Simić, M., Micić, N., Petković, M., Jovanović, P., Tasić, G., Jovanović, M.,& Savić, V.. (2019). Structural studies of model system for seneciobipyrrolidine skeleton synthesis. in 21st Central European NMR Symposium & Bruker Users Meeting, September 4-5, 2019 Belgrade, Serbia, Book of Abstracts Bruker BioSpin., 52-52. https://hdl.handle.net/21.15107/rcub_farfar_5384
Simić M, Micić N, Petković M, Jovanović P, Tasić G, Jovanović M, Savić V. Structural studies of model system for seneciobipyrrolidine skeleton synthesis. in 21st Central European NMR Symposium & Bruker Users Meeting, September 4-5, 2019 Belgrade, Serbia, Book of Abstracts. 2019;:52-52. https://hdl.handle.net/21.15107/rcub_farfar_5384 .
Simić, Milena, Micić, Nikola, Petković, Miloš, Jovanović, Predrag, Tasić, Gordana, Jovanović, Miloš, Savić, Vladimir, "Structural studies of model system for seneciobipyrrolidine skeleton synthesis" in 21st Central European NMR Symposium & Bruker Users Meeting, September 4-5, 2019 Belgrade, Serbia, Book of Abstracts (2019):52-52, https://hdl.handle.net/21.15107/rcub_farfar_5384 .