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Enzyme- and Ruthenium-Catalyzed Enantioselective Transformation of alpha-Allenic Alcohols into 2,3-Dihydrofurans
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 Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Number of Authors: 4
2016 (English)In: Angewandte Chemie International Edition, ISSN 1433-7851, E-ISSN 1521-3773, Vol. 55, no 18, 5568-5572 p.Article in journal (Refereed) Published
Abstract [en]

An efficient one-pot method for the enzyme- and ruthenium-catalyzed enantioselective transformation of alpha-allenic alcohols into 2,3-dihydrofurans has been developed. The method involves an enzymatic kinetic resolution and a subsequent ruthenium-catalyzed cycloisomerization, which provides 2,3-dihydrofurans with excellent enantioselectivity (up to >99%ee). A ruthenium carbene species was proposed as a key intermediate in the cycloisomerization.

Place, publisher, year, edition, pages
2016. Vol. 55, no 18, 5568-5572 p.
Keyword [en]
allenic alcohols, asymmetric catalysis, cycloisomerization, kinetic resolution, ruthenium
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:su:diva-130865DOI: 10.1002/anie.201601505ISI: 000375113300030PubMedID: 27061624OAI: oai:DiVA.org:su-130865DiVA: diva2:934189
Available from: 2016-06-08 Created: 2016-06-07 Last updated: 2016-06-08Bibliographically approved

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Yang, BinZhu, CanQiu, YouaiBäckvall, Jan-E.
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