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Pyranoside Phosphite-Oxazoline Ligands for the Highly Versatile and Enantioselective Ir-Catalyzed Hydrogenation of Minimally Functionalized Olefins: A Combined Theoretical and Experimental Study
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry, Organic Chemistry.
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2011 (English)In: Journal of the American Chemical Society, ISSN 0002-7863, E-ISSN 1520-5126, Vol. 133, no 34, 13634-13645 p.Article in journal (Refereed) Published
Abstract [en]

A modular set of phosphite-oxazoline (P,N) ligands has been applied to the title reaction. Excellent ligands have been identified for a range of substrates, including previously challenging terminally disubstituted olefins, where we now have reached enantioselectivities of 99% for a range of substrates. The selectivity is best for minimally functionalized substrates with at least a moderate size difference between geminal groups. A DFT study has allowed identification of the preferred pathway. Computational prediction of enantioselectivities gave very good accuracy.

Place, publisher, year, edition, pages
2011. Vol. 133, no 34, 13634-13645 p.
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Natural Sciences
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URN: urn:nbn:se:uu:diva-161755DOI: 10.1021/ja204948kISI: 000295551600066OAI: oai:DiVA.org:uu-161755DiVA: diva2:457950
Available from: 2011-11-21 Created: 2011-11-17 Last updated: 2017-12-08Bibliographically approved

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Andersson, Pher G.

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