Synthesis of homoallylic amines via the palladium-catalyzed decarboxylative coupling of amino acid derivatives.
Protected homoallylic amines are synthesized by the decarboxylative coupling of alpha-amino acid derivatives. The catalytic C-C bond-forming reaction relies on the bioinspired decarboxylative metalation of alpha-amino acids to produce alpha-amino anion equivalents. The alpha-amino anion equivalents are intercepted by pi-allyl palladium electrophiles to produce substituted homoallylic amines.
Burger
Erin C
EC
University of Kansas, Department of Chemistry, 2010 Malott Hall, 1251 Wescoe Hall Drive, Lawrence, Kansas 66045, USA.
Tunge
Jon A
JA
D000588:Amines / Q000138:chemical synthesis*; D000596:Amino Acids / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D010165:Palladium / Q000737:chemistry*
D000588:Amines; D000596:Amino Acids; D002264:Carboxylic Acids; D010165:Palladium