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Copper-Catalyzed, Stereoselective Cross-Coupling of Cyclic Allyl Boronic Acids with alpha-Diazoketones
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Number of Authors: 2
2017 (English)In: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 19, no 7, 1622-1625 p.Article in journal (Refereed) Published
Abstract [en]

In this study; we present the synthesis of new, Stereodefined allylboronic adds employed to investigate the stereochemistry of the Cu-catalyzed cross-coupling of allylboronic acids with alpha-diazoketones. According to our results, this reaction proceeds with retention of the relative configurtion of the allylberonic acid substrate. We suggest that the stereoinduction step involves a syn S(E)2'-type transrnetalation of the allylboronic acid substrate with a Cu-carbene species.

Place, publisher, year, edition, pages
2017. Vol. 19, no 7, 1622-1625 p.
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:su:diva-143602DOI: 10.1021/acs.orglett.7b00433ISI: 000398985800033PubMedID: 28334535OAI: oai:DiVA.org:su-143602DiVA: diva2:1104023
Available from: 2017-05-31 Created: 2017-05-31 Last updated: 2017-05-31Bibliographically approved

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