Dergi makalesi Açık Erişim
Cakici, Murat; Kilic, Hamdullah; Ulukanli, Sabri; Ekinci, Duygu
<?xml version='1.0' encoding='utf-8'?> <oai_dc:dc xmlns:dc="http://purl.org/dc/elements/1.1/" xmlns:oai_dc="http://www.openarchives.org/OAI/2.0/oai_dc/" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" xsi:schemaLocation="http://www.openarchives.org/OAI/2.0/oai_dc/ http://www.openarchives.org/OAI/2.0/oai_dc.xsd"> <dc:creator>Cakici, Murat</dc:creator> <dc:creator>Kilic, Hamdullah</dc:creator> <dc:creator>Ulukanli, Sabri</dc:creator> <dc:creator>Ekinci, Duygu</dc:creator> <dc:date>2018-01-01</dc:date> <dc:description>A pair of Mn-III(quinazolinone) complexes was prepared and evaluated in the catalytic epoxidation of the chiral allylic alcohols and unfunctionalised alkenes with iodosylbenzene. Epoxidation of chiral allylic alcohols with 1,3-allylic strain proceeded chemo- and diastereoselectively to give threo-epoxy alcohol (up to 99% d.r). Epoxidation of unfunctionalised alkenes by the proposed catalyst system proceeded nonselectively, as evidenced by the formation of isomerization and rearrangement products in the epoxidation of (Z)-stilbene. A three-step pathway involving a cationic intermediate is proposed for the formation of isomerization and rearrangement products. The fact that only products resulting from the cationic intermediate were detected in the oxidation of a mechanistic probe, (2-methoxy-3-vinylcyclopropyl)benzene, with Mn-III(quinazolinone) and PhIO substantiated the cationic oxygen transfer mechanism. (C) 2017 Elsevier Ltd. All rights reserved.</dc:description> <dc:identifier>https://aperta.ulakbim.gov.trrecord/29995</dc:identifier> <dc:identifier>oai:zenodo.org:29995</dc:identifier> <dc:rights>info:eu-repo/semantics/openAccess</dc:rights> <dc:rights>http://www.opendefinition.org/licenses/cc-by</dc:rights> <dc:source>TETRAHEDRON 74(1) 49-57</dc:source> <dc:title>Evidence for involvement of cationic intermediate in epoxidation of chiral allylic alcohols and unfunctionalised alkenes catalysed by Mn-III(quinazolinone) complexes</dc:title> <dc:type>info:eu-repo/semantics/article</dc:type> <dc:type>publication-article</dc:type> </oai_dc:dc>
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