An efficient protocol for the synthesis of β-alkyl α-amino acids via palladium-catalyzed β-C(sp3)-H alkylation of aminoquinoline-coupled phthaloyl alanine is developed. The new TFA-promoted reaction conditions provide excellent C-H alkylation reactivity with alkyl iodides bearing moderately electronwithdrawing groups at room temperature. A range of β-alkyl α-amino acid products, including some difficult to access by other means, can be quickly prepared from readily available primary alkyl iodides and alanine precursors.
All Science Journal Classification (ASJC) codes
- Organic Chemistry