DEVELOPMENT OF AN ASYMMETRIC PALLADIUM-CATALYZED ELIMINATION

We herein describe a novel example of a palladium-catalysed asymmetric allylic elimination leading to enantiomerically enriched dienes. The use of chiral ligands such as BINAP or DIOP allows the catalyst to dis criminate between the enantiotopic hydrogens H and H' and leads to e.e . up to 37 %. Higher degrees of asymmetric induction was possible by t he introduction of a chiral auxiliary (R) in the substrate (89 : 11 d iastereomeric ratio). Copyright (C) 1996 Elsevier Science Ltd