Please use this identifier to cite or link to this item: https://hdl.handle.net/11147/5396
Title: Regio- and stereoselective synthesis of 2,3,5-trienoates by palladium-catalyzed alkoxycarbonylation of conjugated enyne carbonates
Authors: Karagöz, Ezgi Şule
Kuş, Melih
Akpınar, Gürkan Eray
Artok, Levent
Keywords: Carbonates
Group-oriented
Stereochemistry
Palladium compounds
Stereoselective synthesis
Issue Date: Oct-2014
Publisher: American Chemical Society
Source: Karagöz, E.Ş., Kuş, M., Akpınar, G.E., and Artok, L. (2014). Regio- and stereoselective synthesis of 2,3,5-trienoates by palladium-catalyzed alkoxycarbonylation of conjugated enyne carbonates. Journal of Organic Chemistry, 79(19), 9222-9230. doi:10.1021/jo5014993
Abstract: Palladium-catalyzed carbonylation of 2,4-enyne carbonates in an alcohol and under balloon pressure of CO proceeds through 1,5-substitution to yield (E)-2,3,5-trienoates. The olefin geometry of the substrate is important to control the overall stereochemistry of this alkoxycarbonylation method. The reaction proceeds through successive formation of π-allylpalladium with an R3 group oriented syn and σ-allenyl palladium complexes.
URI: https://doi.org/10.1021/jo5014993
http://hdl.handle.net/11147/5396
ISSN: 0022-3263
Appears in Collections:Chemistry / Kimya
PubMed İndeksli Yayınlar Koleksiyonu / PubMed Indexed Publications Collection
Scopus İndeksli Yayınlar Koleksiyonu / Scopus Indexed Publications Collection
WoS İndeksli Yayınlar Koleksiyonu / WoS Indexed Publications Collection

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