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Oxidation of aminoalkyl and hydroxylaminoalkyl furans

Kazancioglu, Mustafa Zahrittin; Kazancioglu, Elif Akin; Secen, Hasan; Altundas, Ramazan


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{
  "DOI": "10.1016/j.tetlet.2015.10.105", 
  "abstract": "The oxidation reactions of amino and hydroxylamino substituted alkylfurans were explored for the synthesis of structurally complex compounds from simple starting materials. A novel photooxygenation of the furan derivatives gave an alpha,beta-unsaturated dicarbonyl moiety which underwent subsequent conjugate addition to yield diastereomeric mixtures of the corresponding pyrrolidine and isoxazoline heterocycles. Oxidation of the alpha,beta-unsaturated dicarbonyl using mCPBA gave epoxide intermediates, which were opened by nucleophilic attack of the amino groups, furnishing pyrrolidine and isoxazolidine heterocycles. (C) 2015 Elsevier Ltd. All rights reserved.", 
  "author": [
    {
      "family": "Kazancioglu", 
      "given": " Mustafa Zahrittin"
    }, 
    {
      "family": "Kazancioglu", 
      "given": " Elif Akin"
    }, 
    {
      "family": "Secen", 
      "given": " Hasan"
    }, 
    {
      "family": "Altundas", 
      "given": " Ramazan"
    }
  ], 
  "container_title": "TETRAHEDRON LETTERS", 
  "id": "82287", 
  "issue": "50", 
  "issued": {
    "date-parts": [
      [
        2015, 
        1, 
        1
      ]
    ]
  }, 
  "page": "6994-6997", 
  "title": "Oxidation of aminoalkyl and hydroxylaminoalkyl furans", 
  "type": "article-journal", 
  "volume": "56"
}
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