Susam, Zeynep DilşadBozdemir, MerveGündoğdu, Gülsüm2022-05-172022-05-172022Asymmetric 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.1144-05461369-9261https://hdl.handle.net/20.500.12846/642Asymmetric 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.eninfo:eu-repo/semantics/closedAccessAsymmetrıc 4+1 CycloadditionsMichael AdditionStereoselectıie SynthesisStereoseleksiyon SenteziStereoselektive SyntheseMichael ZusatzAsymmetrische 4+1 CycloadditionenArticle46210.1039/d1nj05121k599606Q2Q2WOS:0007288414000012-s2.0-85122958964