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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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<oai_dc:dc xmlns:dc="http://purl.org/dc/elements/1.1/" xmlns:oai_dc="http://www.openarchives.org/OAI/2.0/oai_dc/" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" xsi:schemaLocation="http://www.openarchives.org/OAI/2.0/oai_dc/ http://www.openarchives.org/OAI/2.0/oai_dc.xsd">
  <dc:creator>Susam, Zeynep Dilsad</dc:creator>
  <dc:creator>Bozdemir, Merve</dc:creator>
  <dc:creator>Gundogdu, Gulsum</dc:creator>
  <dc:creator>Tanyeli, Cihangir</dc:creator>
  <dc:date>2022-01-01</dc:date>
  <dc: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.</dc:description>
  <dc:identifier>https://aperta.ulakbim.gov.trrecord/233362</dc:identifier>
  <dc:identifier>oai:aperta.ulakbim.gov.tr:233362</dc:identifier>
  <dc:rights>info:eu-repo/semantics/openAccess</dc:rights>
  <dc:rights>http://www.opendefinition.org/licenses/cc-by</dc:rights>
  <dc:source>NEW JOURNAL OF CHEMISTRY 46(2) 599-606</dc:source>
  <dc:title>Enantioselective synthesis of 2,3-dihydrofurans using a bifunctional quinine/squaramide organocatalyst</dc:title>
  <dc:type>info:eu-repo/semantics/article</dc:type>
  <dc:type>publication-article</dc:type>
</oai_dc:dc>
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