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Chiral pyranoside phosphite-oxazolines: a new class of ligand for asymmetric catalytic hydrogenation of alkenes
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry.
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2008 (English)In: Journal of the American Chemical Society, ISSN 0002-7863, E-ISSN 1520-5126, Vol. 130, no 23, 7208-7209 p.Article in journal (Refereed) Published
Abstract [en]

We have described the first successful application of a phosphite-oxazoline ligand library in the asymmetric Ir-catalyzed hydrogenation of several unfunctionalized olefins. The introduction of a bulky biaryl phosphite moiety in the ligand design is highly adventitious in the product outcome. By carefully selecting the ligand components, we obtained high activities (TOFs up to >1500 mol x (mol x h)(-1) at 1 bar of H2) and enantioselectivities (ee values up to >99%) and, at the same time, show a broad scope for different substrate types. So, this is an exceptional ligand class that competes favorably with a few other ligand series that also provide high ee values for tri- and disubstituted substrate types.

Place, publisher, year, edition, pages
2008. Vol. 130, no 23, 7208-7209 p.
National Category
Chemical Sciences
URN: urn:nbn:se:uu:diva-121869DOI: 10.1021/ja801706sISI: 000256550600021PubMedID: 18481850OAI: oai:DiVA.org:uu-121869DiVA: diva2:306895
Available from: 2010-03-31 Created: 2010-03-31 Last updated: 2010-05-31Bibliographically approved

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