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Upadhyay, Puspesh K.
Publications (1 of 1) Show all publications
Cadu, A., Upadhyay, P. K. & Andersson, P. G. (2013). Iridium-Catalyzed Asymmetric Hydrogenation of Substituted Pyridines. Asian Journal of Organic Chemistry, 2(12), 1061-1065
Open this publication in new window or tab >>Iridium-Catalyzed Asymmetric Hydrogenation of Substituted Pyridines
2013 (English)In: Asian Journal of Organic Chemistry, ISSN 2193-5807, Vol. 2, no 12, p. 1061-1065Article 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.

Keywords
hydrogenation, iridium, N-iminopyridium ylides, pyridines, selective catalysis
National Category
Organic Chemistry Inorganic Chemistry
Research subject
Organic Chemistry
Identifiers
urn:nbn:se:uu:diva-212412 (URN)10.1002/ajoc.201300160 (DOI)000328218000008 ()
Available from: 2013-12-10 Created: 2013-12-10 Last updated: 2017-01-25Bibliographically approved
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