Synthesis of Chiral β‑Fluoroalkyl β‑Amino Acid Derivatives via Palladium-Catalyzed Hydrogenation

An enantioselective
palladium-catalyzed hydrogenation of β-fluoroalkyl
β-amino acrylic acid derivatives has been successfully developed,
providing the corresponding chiral β-fluoroalkyl β-amino
acid derivatives in good yields with excellent enantioselectivities.
In addition, chiral γ-fluoroalkyl γ-amino alcohol could
be synthesized by a simple reduction of the corresponding hydrogenated
product. The mechanism of the reaction was explored by deuterium-labeling
experiments.