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The Use of Porous Palladium(II)-polyimine in Cooperatively-catalyzed Highly Enantioselective Cascade Transformations
Stockholm Univ, Berzelii Ctr EXSELENT Porous Mat, SE-10691 Stockholm, Sweden.
Stockholm Univ, Berzelii Ctr EXSELENT Porous Mat, SE-10691 Stockholm, Sweden.
Mid Sweden University, Faculty of Science, Technology and Media, Department of Natural Sciences.ORCID iD: 0000-0002-5108-6487
Mid Sweden University, Faculty of Science, Technology and Media, Department of Natural Sciences.
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2015 (English)In: Advanced Synthesis and Catalysis, ISSN 1615-4150, E-ISSN 1615-4169, Vol. 357, no 9, p. 2150-2156Article in journal (Refereed) Published
Abstract [en]

Porous organic polymers have prospects as functional substrates for catalysis, with quite different molecular properties from inorganic substrates. Here we disclose for the first time that porous palladium(II)-polyimines are excellent catalysts for cooperatively catalyzed and enantioselective cascade reactions. In synergy with a chiral amine co-catalyst, polysubstituted cyclopentenes and spirocyclic oxindoles, including the all-carbon quaternary stereocenter, were synthesized in high yields. High diastereo- and enantioselectivities were achieved for these dynamic kinetic asymmetric transformations (DYKAT) of enals with propargylic nucleophiles.

Place, publisher, year, edition, pages
2015. Vol. 357, no 9, p. 2150-2156
Keywords [en]
cascade reaction, cooperative catalysis, enantioselective synthesis, heterogeneous catalysis, palladium, porous organic polymers
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:miun:diva-25680DOI: 10.1002/adsc.201500100ISI: 000356373200023Scopus ID: 2-s2.0-84931268905OAI: oai:DiVA.org:miun-25680DiVA, id: diva2:849159
Available from: 2015-08-27 Created: 2015-08-18 Last updated: 2017-12-04Bibliographically approved

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Afewerki, SamsonCordova, Armando

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