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Enantioselective synthesis of substituted piperidines by addition of aryl Grignard reagents to pyridine N-oxides
Umeå University, Faculty of Science and Technology, Department of Chemistry.
Umeå University, Faculty of Science and Technology, Department of Chemistry.
Umeå University, Faculty of Science and Technology, Department of Chemistry.
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2013 (English)In: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 15, no 1, p. 54-57Article in journal (Refereed) Published
Abstract [en]

The synthesis of optically active piperidines by enantioselective addition of aryl Grignard reagents to pyridine N-oxides and lithium binolate followed by reduction is reported for the first time. The reaction results in high yields (51-94%) in combination with good ee (54-80%). Some of these products were subsequently recrystallized, affording enhanced optical purities (>99% ee).

Place, publisher, year, edition, pages
2013. Vol. 15, no 1, p. 54-57
National Category
Organic Chemistry
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URN: urn:nbn:se:umu:diva-66115DOI: 10.1021/ol303085qISI: 000313156400015PubMedID: 23256529OAI: oai:DiVA.org:umu-66115DiVA, id: diva2:605626
Available from: 2013-02-14 Created: 2013-02-14 Last updated: 2018-03-15Bibliographically approved

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