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Catalytic Borylative Opening of Propargyl Cyclopropane, Epoxide, Aziridine, and Oxetane Substrates: Ligand Controlled Synthesis of Allenyl Boronates and Alkenyl Diboronates
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
2016 (English)In: Angewandte Chemie International Edition, ISSN 1433-7851, E-ISSN 1521-3773, Vol. 55, no 4, 1502-1506 p.Article in journal (Refereed) Published
Abstract [en]

A new copper-catalyzed reaction for the stereo- and regioselective synthesis of alkenyl diboronates and allenyl boronates is presented. In this process propargyl derivatives of strained three/four-membered rings were employed as substrates and B(2)pin(2) was used as the boronate source. Selective formation of the alkenyl diboronate versus the allenyl boronate products was controlled by the choice of phosphine ligand.

Place, publisher, year, edition, pages
2016. Vol. 55, no 4, 1502-1506 p.
Keyword [en]
allenes, boron, copper, homogeneous catalysis, strained rings
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:su:diva-127882DOI: 10.1002/anie.201510132ISI: 000369852200052PubMedID: 26663468OAI: oai:DiVA.org:su-127882DiVA: diva2:940437
Funder
Swedish Research CouncilLars Hierta Memorial FoundationWenner-Gren Foundations
Available from: 2016-06-21 Created: 2016-03-14 Last updated: 2017-05-27Bibliographically approved

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