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Title: Asymmetric synthesis of 5,6-dihydro-2H-pyran-2-one 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 Unpublished doctoral dissertation, İzmir Institute of Technology, İzmir, Turkey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
Appears in Collections:Phd Degree / Doktora

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