1 Ocak 2020 Dergi makalesi Açık Erişim

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

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    <subfield code="a">The synthesis and characterization of N-tosyl halodihydroconduramines from corresponding mono-epoxy derivative</subfield>
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    <subfield code="a">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.</subfield>
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