Master Degree / Yüksek Lisans Tezleri
Permanent URI for this collectionhttps://hdl.handle.net/11147/3008
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Master Thesis Palladium-Catalyzed Stereo-Selective 1.2-Addition Reactions of ?,?-Epoxy Esters With Organoborons(Izmir Institute of Technology, 2018) Bilgi, Yasemin; Artok, Levent; Artok, Levent; 04.01. Department of Chemistry; 04. Faculty of Science; 01. Izmir Institute of TechnologyTransition metal-catalyzed SN2-type addition reactions of allylic compounds having good leaving groups is a valuable reaction procedure in organic chemistry. Vinyl epoxides, as a derivative of allylic compounds, are suitable reagents for substitution reactions with their high reactivity due to the presence of an epoxide ring tensions and a conjugated C-C double bond attached to this ring. The occurrence of a substitution reaction of such reagents over the allylic position allows synthesis of homoallylated alcohols, one of the key building blocks in the synthesis of natural compounds. Organoborans are stable against moisture and air and environmentally friendly compounds and are thought by us to be suitable nucleophiles in these reactions. Within the context of this research, Pd-catalyzed stereo-selective SN2-addition type arylation reactions of γ,δ-epoxy-α,β-unsaturated esters with organoborons were investigated. The reaction mechanism proceeds through formation of π-allylpalladium complex with the help of Pd-AsPh3 combination. The method has enabled to formation of γ-Aryl-δ-hydroxy-α,β-unsaturated esters with high regio- and stereo- selectivity.
