1 Ocak 2018 Dergi makalesi Açık Erişim

Cakici, Murat; Kilic, Hamdullah; Ulukanli, Sabri; Ekinci, Duygu

Citation Style Language JSON

{
  "DOI": "10.1016/j.tet.2017.11.034", 
  "abstract": "A pair of Mn-III(quinazolinone) complexes was prepared and evaluated in the catalytic epoxidation of the chiral allylic alcohols and unfunctionalised alkenes with iodosylbenzene. Epoxidation of chiral allylic alcohols with 1,3-allylic strain proceeded chemo- and diastereoselectively to give threo-epoxy alcohol (up to 99% d.r). Epoxidation of unfunctionalised alkenes by the proposed catalyst system proceeded nonselectively, as evidenced by the formation of isomerization and rearrangement products in the epoxidation of (Z)-stilbene. A three-step pathway involving a cationic intermediate is proposed for the formation of isomerization and rearrangement products. The fact that only products resulting from the cationic intermediate were detected in the oxidation of a mechanistic probe, (2-methoxy-3-vinylcyclopropyl)benzene, with Mn-III(quinazolinone) and PhIO substantiated the cationic oxygen transfer mechanism. (C) 2017 Elsevier Ltd. All rights reserved.", 
  "author": [
    {
      "family": "Cakici", 
      "given": " Murat"
    }, 
    {
      "family": "Kilic", 
      "given": " Hamdullah"
    }, 
    {
      "family": "Ulukanli", 
      "given": " Sabri"
    }, 
    {
      "family": "Ekinci", 
      "given": " Duygu"
    }
  ], 
  "container_title": "TETRAHEDRON", 
  "id": "29995", 
  "issue": "1", 
  "issued": {
    "date-parts": [
      [
        2018, 
        1, 
        1
      ]
    ]
  }, 
  "page": "49-57", 
  "title": "Evidence for involvement of cationic intermediate in epoxidation of chiral allylic alcohols and unfunctionalised alkenes catalysed by Mn-III(quinazolinone) complexes", 
  "type": "article-journal", 
  "volume": "74"
}