Chiral α‐Amino Acid‐Based NMR Solvating Agents

Four new chiral α‐(nonafluoro‐tert‐butoxy)carboxylic acids were synthesized from naturally occurring α‐amino acids (alanine, valine, leucine and isoleucine, respectively), and tested in 1H‐ and 19F‐NMR experiments as chiral NMR shift reagents. The NMR studies were carried out at room temperature, using CDCl3 and C6D6 as solvents, and (RS)‐α‐phenylethylamine and (RS)‐α‐(1‐naphthyl)ethylamine as racemic model compounds. To demonstrate the applicability of the reagents, the racemic drugs ketamine and prasugrel were also tested.