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Iridium-Catalyzed Asymmetric Hydrogenation of Substituted Pyridines
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry. University of Kwazulu Natal, South Africa.
2013 (English)In: Asian Journal of Organic Chemistry, ISSN 2193-5807, Vol. 2, no 12, 1061-1065 p.Article in journal (Refereed) Published
Abstract [en]

Asymmetric hydrogenation of ortho-substituted pyridines catalyzed by N,P-ligated iridium is demonstrated. To facilitate this reaction, the aromaticity of the pyridines was weakened by forming N-iminopyridium ylides. The reactions give very high conversions, and after a single recrystallization, excellent ee of up to 98% was obtained. This method lends itself to the synthesis of chiral piperidine building blocks.

Place, publisher, year, edition, pages
2013. Vol. 2, no 12, 1061-1065 p.
Keyword [en]
hydrogenation, iridium, N-iminopyridium ylides, pyridines, selective catalysis
National Category
Organic Chemistry
URN: urn:nbn:se:su:diva-98254DOI: 10.1002/ajoc.201300160ISI: 000328218000008OAI: diva2:683298
Swedish Research CouncilKnut and Alice Wallenberg Foundation


Available from: 2014-01-03 Created: 2014-01-03 Last updated: 2015-02-12Bibliographically approved

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