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Synfacts 2006(7): 0675-0675
DOI: 10.1055/s-2006-941810
DOI: 10.1055/s-2006-941810
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York
Hydrogenation of Trisubstituted Olefins with Ir-Phosphine Thiazole Complexes
C. Hedberg, K. Källström, P. Brandt, L. K. Hansen, P. G. Andersson*
Uppsala University and Biovitrum AB, Stockholm, Sweden; Institute of Chemistry, Tromsø, Norway
Further Information
Publication History
Publication Date:
22 June 2006 (online)
Significance
A new type of chiral bidentate ligands for hydrogenation of trisubstituted olefins has been developed. The authors replaced the oxygen atom with sulfur in the heterocyclic backbone, which results in a more congested complex. High enantioselectivities (many >99% ee) are obtained for a variety of trisubstituted olefins. The authors performed computations on the catalyst and substrate and devised a four-quadrant scheme to show the cause for the observed stereoselectivity.