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Kurbanoglu, Namudar Izzet; Baran, Arif; Col, Sumeyye
{ "DOI": "10.24820/ark.5550190.p011.090", "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.", "author": [ { "family": "Kurbanoglu", "given": " Namudar Izzet" }, { "family": "Baran", "given": " Arif" }, { "family": "Col", "given": " Sumeyye" } ], "container_title": "ARKIVOC", "id": "4971", "issued": { "date-parts": [ [ 2020, 1, 1 ] ] }, "page": "105-113", "title": "The synthesis and characterization of N-tosyl halodihydroconduramines from corresponding mono-epoxy derivative", "type": "article-journal" }
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