Palladium-catalyzed insertion of alpha-diazoesters into vinyl halides to generate alpha,beta-unsaturated gamma-amino esters.
As easy as 1, 2, 3: A palladium-catalyzed three-component coupling generates alpha,beta-unsaturated gamma-amino acids in a single step (see scheme). The reaction is believed to involve migration of a vinyl substituent to a highly electrophilic palladium carbene. Unlike previous synthetic approaches, this synthesis provides access to gamma-amino acids with non-natural side chains.
Department of Chemistry, University of California at Irvine, 1102 Natural Sciences 2, Irvine, CA 92697-2025, USA.
Romas
R
Kudirka
Sean K J
SK
Devine
Christopher S
CS
Adams
David L
DL
Van Vranken