Synthesis of homoallylic amines via the palladium-catalyzed decarboxylative coupling of amino acid derivatives

Protected homoallylic amines are synthesized by the decarboxylative coupling of α-amino acid derivatives. The catalytic C-C bond-forming reaction relies on the bioinspired decarboxylative metalation of α-amino acids to produce α-amino anion equivalents. The α-amino anion equivalents are intercepted by π-allyl palladium electrophiles to produce substituted homoallylic amines. Copyright © 2006 American Chemical Society.