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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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        "affiliation": "Middle East Tech Univ, Dept Chem, TR-06800 Ankara, Turkey", 
        "name": "Susam, Zeynep Dilsad"
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      {
        "affiliation": "Middle East Tech Univ, Dept Chem, TR-06800 Ankara, Turkey", 
        "name": "Bozdemir, Merve"
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      {
        "affiliation": "Turkish German Univ, Fac Sci, Dept Energy Sci & Technol, TR-34820 Istanbul, Turkey", 
        "name": "Gundogdu, Gulsum"
      }, 
      {
        "affiliation": "Middle East Tech Univ, Dept Chem, TR-06800 Ankara, Turkey", 
        "name": "Tanyeli, Cihangir"
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    "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.", 
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      "issue": "2", 
      "pages": "599-606", 
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    "title": "Enantioselective synthesis of 2,3-dihydrofurans using a bifunctional quinine/squaramide organocatalyst"
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