An Enantioselective Approach to the Preparation of Chiral Sulfones by Ir-Catalyzed Asymmetric Hydrogenation
2014 (English)In: Journal of the American Chemical Society, ISSN 0002-7863, E-ISSN 1520-5126, Vol. 136, no 47, 16557-16562 p.Article in journal (Refereed) Published
Several chiral sulfonyl compounds were prepared using the iridium catalyzed asymmetric hydrogenation reaction. Vinylic, allylic and homoallylic sulfone substitutions were investigated, and high enantioselectivity is maintained regardless of the location of the olefin with respect to the sulfone. Impressive stereoselectivity was obtained for dialkyl substitutions, which typically are challenging substrates in the hydrogenation. As expected, the more bulky Z-substrates were hydrogenated slower than the corresponding E isomers, and in slightly lower enantioselectivity.
Place, publisher, year, edition, pages
American Chemical Society (ACS), 2014. Vol. 136, no 47, 16557-16562 p.
Research subject Organic Chemistry
IdentifiersURN: urn:nbn:se:uu:diva-236862DOI: 10.1021/ja5079877ISI: 000345720500016PubMedID: 25300238OAI: oai:DiVA.org:uu-236862DiVA: diva2:765722