A novel method of the enantioselective synthesis of 2-substituted
hexahydroquinolin-4-ones is described. The method relies on a Pd-catalyzed
asymmetric allylic amination using a chiral diaminophosphine oxide
(DIAPHOX) preligand and diastereoselective intramolecular Mannich
reaction. The developed synthetic method could be applied to the
catalytic asymmetric synthesis of (+)-2-epi-cis-195A.
asymmetric allylic amination - asymmetric synthesis - chiral diaminophosphine oxide - decahydroquinoline
alkaloid - intramolecular Mannich reaction - palladium