New chiral ligands,pyrrolidinyl- and 2-azanorbornyl- phosphinooxazolidines for palladium-catalyzed asymmetric allylation |
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| Affiliation: | 1. Center for Gut Rehabilitation and Transplantation, Cleveland Clinic, 9500 Euclid Avenue, Desk A100, Cleveland, OH 44195, USA;2. Cleveland Clinic Lerner College of Medicine, Cleveland Clinic, 9500 Euclid Avenue, Desk A100, Cleveland, OH 44195, USA;3. Department of Nephrology, Cleveland Clinic, 9500 Euclid Avenue, Desk A100, Cleveland, OH 44195, USA;1. Department of Paediatric Surgery, Center for Intestinal Reconstruction and Rehabilitation, Meyer Children’s Hospital, Viale Gaetanao Pieraccini. 24, Florence 50139, Italy;2. School of Environment and Life Science, University of Salford, Salford, UK;3. Department of NeuroFarBa, University of Florence, Florence, Italy;4. Intestinal Rehabilitation & Transplant Program, Icahn School of Medicine at Mount Sinai, Mount Sinai Hospital, One Gustave Levy Place, Box 1104, New York, NY 10029, USA;1. Thoracic Surgery Unit, Department of Cardiac, Thoracic, Vascular Sciences and Public Health, University of Padua, Padua, Italy;2. Pathology Unit, Department of Cardiac, Thoracic, Vascular Sciences and Public Health, University of Padua, Padua, Italy |
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| Abstract: | Pyrrolidinyl- 2 and 2-azanorbornylphosphinooxazolidines 3, a new type of optically active ligands, were synthesized easily and their abilities as ligands were examined in Pd-catalyzed asymmetric allylic alkylation of 1,3-diphenyl-2-propenyl acetate with dimethyl malonate. Enantiomeric excesses of up to 96% have been obtained using 1 mol% of [PdCl(η3-C3H5)]2 and 2.1 mol% of 2. |
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