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Synthesis of homoallylic amines via the palladium-catalyzed decarboxylative coupling of amino acid derivatives
Authors:Burger Erin C  Tunge Jon A
Institution:University of Kansas, Department of Chemistry, 2010 Malott Hall, 1251 Wescoe Hall Drive, Lawrence, Kansas 66045, USA.
Abstract: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.
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