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Stereoselective synthesis of a new methyl-substituted inositol derivative

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dc.contributor.author Atli, Ilknur
dc.contributor.author Kelebekli, Latif
dc.date.accessioned 2022-08-17T07:34:47Z
dc.date.available 2022-08-17T07:34:47Z
dc.date.issued 2019
dc.identifier.uri http://doi.org/10.1016/j.tet.2019.130531
dc.identifier.uri http://earsiv.odu.edu.tr:8080/xmlui/handle/11489/2750
dc.description.abstract The stereoselective synthesis of methyl-substituted inositol derivative is described. Diene diacetate which is a key compound was first prepared via three steps starting from 2-methyl-p-benzoquinone. Osmium-catalyzed regio- and stereoselective dihydroxylation of diene diacetate afforded cis-diol diasetate, which then produced tetra acetate via acetylation with Ac2O-pyridine. Oxidation and acetylation of the other alkene moiety in the compound gave a hexaacetate compound stereoselectively. Finally, the acetate groups were removed by NH3 leading to formation of the desired new methyl-substituted inositol derivative having a muco-inositol-type stereochemical pattern in the six-membered ring. Spectroscopic methods were used for characterization of all synthesized compounds. (C) 2019 Elsevier Ltd. All rights reserved. en_US
dc.language.iso eng en_US
dc.publisher PERGAMON-ELSEVIER SCIENCE LTD, THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND en_US
dc.relation.isversionof 10.1016/j.tet.2019.130531 en_US
dc.rights info:eu-repo/semantics/openAccess en_US
dc.subject Inositol; Polycyclitol; Methyl-substituted muco-inositol-type pattern; Tertiary alcohol; Regioselective en_US
dc.title Stereoselective synthesis of a new methyl-substituted inositol derivative en_US
dc.type article en_US
dc.relation.journal TETRAHEDRON en_US
dc.contributor.department Ordu Üniversitesi en_US


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