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Adaptative Biaryl Phosphite-Oxazole and Phosphite-Thiazole Ligands for Asymmetric Ir-Catalyzed Hydrogenation of Alkenes
Uppsala universitet, Teknisk-naturvetenskapliga vetenskapsområdet, Kemiska sektionen, Institutionen för biokemi och organisk kemi, Organisk kemi I.
Uppsala universitet, Teknisk-naturvetenskapliga vetenskapsområdet, Kemiska sektionen, Institutionen för biokemi och organisk kemi.
Uppsala universitet, Teknisk-naturvetenskapliga vetenskapsområdet, Kemiska sektionen, Institutionen för biokemi och organisk kemi.
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2010 (engelsk)Inngår i: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 16, nr 15, s. 4567-4576Artikkel i tidsskrift (Fagfellevurdert) Published
Abstract [en]

A library of readily available phosphite-oxazole/thiazole ligands (L1 a-g-L7 a-g) was applied in the Ir-catalyzed asymmetric hydrogenation of several largely unfunctionalized E- and Z-trisubstituted and 1,1-disubstituted terminal alkenes. The ability of the catalysts to transfer chiral information to the product could be tuned by choosing suitable ligand components (bridge length, the substituents in the heterocyclic ring and the alkyl backbone chain, the configuration of the ligand backbone, and the substituents/configurations in the biaryl phosphite moiety), so that enantioselectivities could be maximized for each substrate as required. Enantioselectivities were therefore excellent (enantiomeric excess (ee) values up to >99 %) for a wide range of E- and Z-trisubstituted and 1,1-disubstituted terminal alkenes. The biaryl phosphite moiety was a very advantageous ligand component in terms of substrate versatility.

sted, utgiver, år, opplag, sider
2010. Vol. 16, nr 15, s. 4567-4576
Emneord [en]
alkenes, asymmetric catalysis, hydrogenation, iridium, P, N ligands
HSV kategori
Identifikatorer
URN: urn:nbn:se:uu:diva-121860DOI: 10.1002/chem.200903350ISI: 000277331000018PubMedID: 20229536OAI: oai:DiVA.org:uu-121860DiVA, id: diva2:306886
Tilgjengelig fra: 2010-03-31 Laget: 2010-03-31 Sist oppdatert: 2017-12-12bibliografisk kontrollert

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