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Enantioselective Michael Addition of Nitroalkanes to Nitroalkenes Catalyzed by Chiral Bifunctional Quinine-Based Squaramides

Kanberoglu, Esra; Tanyeli, Cihangir


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{
  "DOI": "10.1002/ajoc.201500339", 
  "abstract": "A family of chiral bifunctional acid-/base-type quinine/squaramide organocatalysts is shown to be highly active promoters of the conjugate addition of 1-nitropropane to various trans--nitroalkenes. The cooperation of the quinine and the sterically encumbered squaramide moieties catalyzed the Michael addition reactions at 0 degrees C by using a catalyst loading of only 2mol% to afford the 1,3-dinitro Michael adducts with excellent enantioselectivity and diastereoselectivity (up to 95%ee and syn/anti isomers up to 96:4).", 
  "author": [
    {
      "family": "Kanberoglu", 
      "given": " Esra"
    }, 
    {
      "family": "Tanyeli", 
      "given": " Cihangir"
    }
  ], 
  "container_title": "ASIAN JOURNAL OF ORGANIC CHEMISTRY", 
  "id": "56251", 
  "issue": "1", 
  "issued": {
    "date-parts": [
      [
        2016, 
        1, 
        1
      ]
    ]
  }, 
  "page": "114-119", 
  "title": "Enantioselective Michael Addition of Nitroalkanes to Nitroalkenes Catalyzed by Chiral Bifunctional Quinine-Based Squaramides", 
  "type": "article-journal", 
  "volume": "5"
}
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