Akademik Veri Yönetim Sistemi
Tezin Türü: Yüksek Lisans
Tezin Yürütüldüğü Kurum: Orta Doğu Teknik Üniversitesi, Fen Edebiyat Fakültesi, Kimya Bölümü, Türkiye
Tezin Onay Tarihi: 2004
Tezin Dili: İngilizce
Öğrenci: Hamide Fındık
Danışman: AYHAN SITKI DEMİR
Özet:Chiral a-hydroxy and a-acetoxy enones are important starting materials in the synthesis of many biologically active materials. In this work, enantiomerically pure ?-hydroxy enone and polyoxo cyclohexenones are synthesized starting from 1,3-cyclohexandione. In the first step, 1,3-cyclohexandione is protected under acid catalyzation and 3-methoxy-2-methyl-2-cyclohexen-1-one is obtained. a'-Acetoxy enone is obtained by Mn(OAc)3 mediated oxidation which is an attractive alternative to other multi-step procedures in the literature. Enzymatic kinetic resolution is applied to the racemic form of this product and enantiomerically pure a'-acetoxy enone and a'-hydroxy enone is obtained. In this stage, for the screening of the reaction many enzymes were tried. Reduction of a'-hydroxy enone furnished enantiopure ?-hydroxy enone.