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The synthesis and characterization of N-tosyl halodihydroconduramines from corresponding mono-epoxy derivative

Kurbanoglu, Namudar Izzet; Baran, Arif; Col, Sumeyye


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  <identifier identifierType="URL">https://aperta.ulakbim.gov.tr/record/4971</identifier>
  <creators>
    <creator>
      <creatorName>Kurbanoglu, Namudar Izzet</creatorName>
      <givenName>Namudar Izzet</givenName>
      <familyName>Kurbanoglu</familyName>
      <affiliation>Sakarya Univ, Fac Educ, Dept Sci Educ, TR-54300 Hendek Sakarya, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Baran, Arif</creatorName>
      <givenName>Arif</givenName>
      <familyName>Baran</familyName>
      <affiliation>Sakarya Univ, Dept Chem, Fac Art &amp; Sci, TR-54100 Esentepe Sakarya, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Col, Sumeyye</creatorName>
      <givenName>Sumeyye</givenName>
      <familyName>Col</familyName>
      <affiliation>Sakarya Univ, Dept Chem, Fac Art &amp; Sci, TR-54100 Esentepe Sakarya, Turkey</affiliation>
    </creator>
  </creators>
  <titles>
    <title>The Synthesis And Characterization Of N-Tosyl Halodihydroconduramines From Corresponding Mono-Epoxy Derivative</title>
  </titles>
  <publisher>Aperta</publisher>
  <publicationYear>2020</publicationYear>
  <dates>
    <date dateType="Issued">2020-01-01</date>
  </dates>
  <resourceType resourceTypeGeneral="Text">Journal article</resourceType>
  <alternateIdentifiers>
    <alternateIdentifier alternateIdentifierType="url">https://aperta.ulakbim.gov.tr/record/4971</alternateIdentifier>
  </alternateIdentifiers>
  <relatedIdentifiers>
    <relatedIdentifier relatedIdentifierType="DOI" relationType="IsIdenticalTo">10.24820/ark.5550190.p011.090</relatedIdentifier>
  </relatedIdentifiers>
  <rightsList>
    <rights rightsURI="http://www.opendefinition.org/licenses/cc-by">Creative Commons Attribution</rights>
    <rights rightsURI="info:eu-repo/semantics/openAccess">Open Access</rights>
  </rightsList>
  <descriptions>
    <description descriptionType="Abstract">Cyclitols and their halogen derivatives are important compounds in organic chemistry, and thus their synthesis with high efficiency has gained importance. In this study, BX3-assisted (X=Br or Cl) ring-opening reactions of the mono-epoxide 15 of [(3aR(S),7aS(R))]-2,2-dimethyl-3-tosyl-2,3,3a,6,7,7a-hexahydrobenzo[d]oxazole (12) have been investigated. In BX3-assisted (BBr3 or BCl3) ring-opening processes, this epoxide reacts exclusively via nucleophilic attack at carbon 3a-C of the substrate and such regioselectivity has been exploited in the synthesis of the N-tosyl bromo- and N-tosyl chloro-dihydroconduramines. The structures of the products were established by chemical correlation studies.</description>
  </descriptions>
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