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Preparation of pyrrolidine-oxazoline containing ligands and their application in asymmetric transfer hydrogenation |
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| Authors: | Helen A McManus Pher G Andersson |
| Affiliation: | a Department of Chemistry, Centre for Synthesis and Chemical Biology, Conway Institute for Biomolecular and Biomedical Research, University College Dublin, Belfield, Dublin 4, Ireland b Department of Organic Chemistry, Uppsala University, Box 531, SE-751 21 Uppsala, Sweden |
| Abstract: | Nine members of a new ligand class incorporating both an oxazoline ring and a pyrrolidine unit were prepared in an efficient four-step synthesis starting from readily available chiral amino alcohols and proline. A study of these ligands in the asymmetric transfer hydrogenation of acetophenone showed that the catalysts formed from [Ir(cod)Cl]2 were the most active while those derived from [Ru(p-cymene)Cl2]2 gave the highest enantioselectivities (up to 61% ee). |
| Keywords: | Pyrrolidine-oxazoline Hydrogenation Proline-derived ligands |
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