Chemoenzymatic synthesis of enantiomerically enriched 2-oxobicyclo[m.1.0]alkan-3-yl acetate derivatives

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dc.authorid0000-0003-2270-8635en_US
dc.contributor.authorÖzdemirhan, Fazilet Devrim
dc.contributor.authorÇelik, Murat
dc.contributor.authorAtlı, Selin
dc.contributor.authorTanyeli, Cihangir
dc.date.accessioned2021-06-23T19:19:26Z
dc.date.available2021-06-23T19:19:26Z
dc.date.issued2006
dc.departmentBAİBÜ, Fen Edebiyat Fakültesi, Kimya Bölümüen_US
dc.description.abstractRacemic alpha'-acetoxy alpha,beta-unsaturated cyclopentanone and cyclohexanone have been resolved into the corresponding enantiomerically enriched alpha'-hydroxylated and acetoxylated compounds with 96-97% ee via PLE hydrolysis. Stereoselectivity in the palladium(II)-catalyzed reaction between the enantiomerically enriched alpha'-acetoxylated compounds and diazomethane has been investigated. In the alpha'-acetoxylated cyclopentenone, preferential cyclopropanation occurs in the anti-form, whereas alpha'-acetoxylated cyclohexenone affords both syn- and anti-products (syn:anti, 61:36%). The relative configuration of the products was determined by NOE experiments.en_US
dc.identifier.doi10.1016/j.tetasy.2006.01.004
dc.identifier.endpage291en_US
dc.identifier.issn0957-4166
dc.identifier.issue2en_US
dc.identifier.scopus2-s2.0-32444449864en_US
dc.identifier.scopusqualityN/Aen_US
dc.identifier.startpage287en_US
dc.identifier.urihttps://doi.org/10.1016/j.tetasy.2006.01.004
dc.identifier.urihttps://hdl.handle.net/20.500.12491/5939
dc.identifier.volume17en_US
dc.identifier.wosWOS:000235579500020en_US
dc.identifier.wosqualityQ2en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.institutionauthorÖzdemirhan, Fazilet Devrim
dc.language.isoenen_US
dc.publisherPergamon-Elsevier Science Ltden_US
dc.relation.ispartofTetrahedron-Asymmetryen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectCyclohexanoneen_US
dc.subjectAcetic Acid Derivative
dc.subjectSynthesis
dc.subjectEnantiomerically Enriched
dc.titleChemoenzymatic synthesis of enantiomerically enriched 2-oxobicyclo[m.1.0]alkan-3-yl acetate derivativesen_US
dc.typeArticleen_US

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