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Title: | Asymmetric Synthesis of 5,6-Dihydro Derivatives | Other Titles: | 5,6-dihidro-2h-piran-2-on Türevlerinin Asimetrik Sentezi | Authors: | Akçok, İsmail | Advisors: | Çağır, Ali | Keywords: | Asymmetric synthesis α,β-unsaturated lactone |
Publisher: | Izmir Institute of Technology | Source: | Akçok, İ. (2014). Asymmetric synthesis of 5,6-dihydro-2H-pyran-2-one derivatives. Unpublished doctoral dissertation, İzmir Institute of Technology, İzmir, Turkey | Abstract: | α,β-unsaturated lactone derivatives are very important structural core which are isolated from nature and shown as source for several biological activities. Biologically active styryl δ-lactones are well known α,β-unsaturated-δ-lactones. Up to date, many α,β- unsaturated-δ-lactones and their analogues have been isolated and synthesized, exhibiting promising anti-proliferative properties against different cancer cell lines. In this thesis, large scale asymmetric syntheses of (R)-4’-methylklavuzon and (R)- 2’-methylklavuzon were completed successfully. Also, syntheses of heteroatom functionalized naphthyl substituted novel α,β-unsaturated-δ-lactone (5,6-dihydro-2Hpyran- 2-one) derivatives, α,β-unsaturated-γ-lactone (furan-2(5H)-one) derivatives and 7- membered α,β-unsaturated lactone (6,7-dihydro-5H-oxepin-2-one) derivatives were accomplished. Development of a method for one-pot synthesis of 6-membered α,β-unsaturated- δ-lactone was also studied, and a new vinylogous aldol addition method was developed. By this method, new α,β-unsaturated methyl esters were prepared via dienolate formation starting with methyl buten-3-oate. | Description: | Thesis (Doctoral)--İzmir Institute of Technology, Chemistry, İzmir, 2014 Full text release delayed at author's request until 2017.11.12 Includes bibliographical references (leaves: 108-113) Text in English; Abstract: Turkish and English xvii, 122 leaves |
URI: | http://hdl.handle.net/11147/4306 |
Appears in Collections: | Phd Degree / Doktora |
Files in This Item:
File | Description | Size | Format | |
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T001326.pdf | DoctoralThesis | 2.99 MB | Adobe PDF | View/Open |
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