Enantioselective synthesis of beta2-amino acids using rhodium-catalyzed hydrogenation |
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Authors: | Hoen Rob Tiemersma-Wegman Theodora Procuranti Barbara Lefort Laurent de Vries Johannes G Minnaard Adriaan J Feringa Ben L |
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Affiliation: | Stratingh Institute, University of Groningen, Nijenborgh 4, 9747 AG, Groningen, The Netherlands. |
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Abstract: | A series of protected beta2-dehydroamino acids has been prepared in three steps from commercially available starting materials in good yields. These were used as substrates in rhodium-catalyzed asymmetric hydrogenation applying a mixed ligand system of monodentate phosphoramidites and phosphines. Optimization of the catalyst structure was achieved by high throughput experimentation. High enantioselectivities were obtained (up to 91%) with full conversion for a number of beta-amino acids. |
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