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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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  <dc:creator>Kurbanoglu, Namudar Izzet</dc:creator>
  <dc:creator>Baran, Arif</dc:creator>
  <dc:creator>Col, Sumeyye</dc:creator>
  <dc:date>2020-01-01</dc:date>
  <dc:description>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.</dc:description>
  <dc:identifier>https://aperta.ulakbim.gov.trrecord/4971</dc:identifier>
  <dc:identifier>oai:zenodo.org:4971</dc:identifier>
  <dc:rights>info:eu-repo/semantics/openAccess</dc:rights>
  <dc:rights>http://www.opendefinition.org/licenses/cc-by</dc:rights>
  <dc:source>ARKIVOC 105-113</dc:source>
  <dc:title>The synthesis and characterization of N-tosyl halodihydroconduramines from corresponding mono-epoxy derivative</dc:title>
  <dc:type>info:eu-repo/semantics/article</dc:type>
  <dc:type>publication-article</dc:type>
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