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Diastereoselective Synthesis of Cyclopenta[c]furans by a Catalytic Multicomponent Reaction
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK).
Stockholm University, Faculty of Science, Department of Organic Chemistry.ORCID iD: 0000-0002-9085-0476
2016 (English)In: Angewandte Chemie International Edition, ISSN 1433-7851, E-ISSN 1521-3773, Vol. 55, no 39, 11863-11866 p.Article in journal (Refereed) Published
Abstract [en]

A diastereoselective three-component reaction between alkynyl enones, aldehydes and secondary amines is reported. With the aid of a benign indium catalyst, a range of highly substituted cyclopenta[c]furan derivatives can be obtained in a single-step procedure. The formation of the stereodefined heterocyclic motifs takes place via in situ generation of enamines followed by two sequential cyclization steps.

Place, publisher, year, edition, pages
2016. Vol. 55, no 39, 11863-11866 p.
Keyword [en]
alkynes, enones, fused-ring systems, indium catalysis, multicomponent reactions
National Category
Organic Chemistry
Research subject
Organic Chemistry
Identifiers
URN: urn:nbn:se:su:diva-134923DOI: 10.1002/anie.201606108ISI: 000384713100026PubMedID: 27538999OAI: oai:DiVA.org:su-134923DiVA: diva2:1039877
Funder
Swedish Research Council
Available from: 2016-10-25 Created: 2016-10-25 Last updated: 2016-11-30Bibliographically approved

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Pathipati, Stalin R.van der Werf, AngelaEriksson, LarsSelander, Nicklas
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