Browsing by Author "Mert, Kudret"

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Asymmetric Synthesis of Various 1,2,3-triazole Derivatives
(2014) Mert, Kudret; Gümüş, Ayşegül
Optikçe aktif homoalil sistemleri, birçok karmaşık moleküllerin sentezi için önemli başlangıç maddeleridir. Bu çalışmanın sentetik stratejisi temel olarak benzil ve tiyofenil homoalil alkol türevlerinin enzimatik ayrıştırılmasına dayanmaktadır. Enantiyomerce zenginleştirilen alkol ve asetil türevleri çeşitli lipazlarla yüksek enantiyomerik fazlalık(ee) değerleriyle sentezlenmiştir. Tezin ikinci bölümü 'click kimyası' olarak bilinen Huisgen reaksiyonu ile çeşitli triazol türevlerinin sentezinden oluşmaktadır. Enantiyomerik rezolüsyon ile elde edilen homoalil alkoller çeşitli azide-alkin türevlerine dönüştürülmüş ve 1,3-dipolar siklokatılma sonucu yeni kiral triazol yapıları sentezlenmiştir. Çalışmanın son bölümünde enzimatik olarak saflaştırılan azidosiklohekzanol yapısından 1,2,3-triazolooksazin ve fused 1,2,3-triazolo-δ-lakton türevleri sentezlenmiştir.
Chemoenzymatic Synthesis of a 1,2,3-Triazolo Derivative
(Walter de Gruyter Gmbh, 2015) Gumus, Aysegul; Mert, Kudret
The stereoselective synthesis of a 1,2,3-triazolod-lactone (+)-6 derived from a homoallyl alcohol (S)-(-)-1 backbone was accomplished. 2-Thienyl-substituted allyl alcohol rac-1 was efficiently resolved through enzymatic method with high ee (95%) and known stereochemistry. An enantiomerically enriched azidoalcohol (+)-4 derived from a homoallyl alcohol was subjected to the Huisgen 1,3-dipolar cycloaddition reaction with diethyl acetylenedicarboxylate, followed by intramolecular cyclization of the corresponding cycloadduct (+)-5, to yield the 1,2,3-triazolo-delta-lactone derivative.
Stereoselective Synthesis of 1,2,3-Triazolooxazine and Fused 1,2,3-Triazolo Derivatives
(Wiley-v C H verlag Gmbh, 2014) Gumus, Aysegul; Mert, Kudret; Tanyeli, Cihangir
The stereoselective synthesis of 1,2,3-triazolooxazine and fused 1,2,3-triazolo--lactone by applying chemoenzymatic methods is described. trans-2-Azidocyclohexanol was successfully resolved by Novozyme 435 with an ee value of 99%. Installation of the alkyne moiety on the enantiomerically enriched azidoalcohol by O-alkylation, followed by intramolecular azidealkyne [3+2] cycloaddition resulted in the desired 1,2,3-triazolooxazine derivative. Enantiomerically pure azidocyclohexanol was also subjected to the Huisgen 1,3-dipolar cycloaddition reaction with dimethylacetylene dicarboxylate, followed by intramolecular cyclization of the corresponding cycloadduct, to furnish a fused 1,2,3-triazolo--lactone.