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Enantioselective synthesis of 2,3-dihydrofurans using a bifunctional quinine/squaramide organocatalyst

Susam, Zeynep Dilsad; Bozdemir, Merve; Gundogdu, Gulsum; Tanyeli, Cihangir


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{
  "@context": "https://schema.org/", 
  "@id": 233362, 
  "@type": "ScholarlyArticle", 
  "creator": [
    {
      "@type": "Person", 
      "affiliation": "Middle East Tech Univ, Dept Chem, TR-06800 Ankara, Turkey", 
      "name": "Susam, Zeynep Dilsad"
    }, 
    {
      "@type": "Person", 
      "affiliation": "Middle East Tech Univ, Dept Chem, TR-06800 Ankara, Turkey", 
      "name": "Bozdemir, Merve"
    }, 
    {
      "@type": "Person", 
      "affiliation": "Turkish German Univ, Fac Sci, Dept Energy Sci & Technol, TR-34820 Istanbul, Turkey", 
      "name": "Gundogdu, Gulsum"
    }, 
    {
      "@type": "Person", 
      "affiliation": "Middle East Tech Univ, Dept Chem, TR-06800 Ankara, Turkey", 
      "name": "Tanyeli, Cihangir"
    }
  ], 
  "datePublished": "2022-01-01", 
  "description": "Asymmetric organocatalytic domino type Michael-S(N)2 reactions give access to enantiomerically enriched dihydrofuran derivatives that can be used as valuable chiral building blocks. A variety of alpha-bromonitroalkenes and 1,3-dicarbonyl compounds were allowed to react under optimized conditions, in the presence of a bifunctional quinine-derived sterically encumbered squaramide (H-bond donor) organocatalyst. The conditions developed in this article have great advantages over the methods known in the literature in terms of reaction duration (1-6 h vs. 24-96 h) and reaction temperature (room temperature vs. -20 degrees C to -50 degrees C) giving rise to quite diastereoselective products with good enantioselectivities up to 97% ee.", 
  "headline": "Enantioselective synthesis of 2,3-dihydrofurans using a bifunctional quinine/squaramide organocatalyst", 
  "identifier": 233362, 
  "image": "https://aperta.ulakbim.gov.tr/static/img/logo/aperta_logo_with_icon.svg", 
  "license": "http://www.opendefinition.org/licenses/cc-by", 
  "name": "Enantioselective synthesis of 2,3-dihydrofurans using a bifunctional quinine/squaramide organocatalyst", 
  "url": "https://aperta.ulakbim.gov.tr/record/233362"
}
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