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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.

Enantioselective synthesis of β2-amino acids using rhodium-catalyzed hydrogenation

Enantioselective synthesis of β²-amino acids using rhodium-catalyzed hydrogenation