Nucleophilic Activation of Enones via homogeneous Catalytic Hydrogenation: Catalytic Reductive C-C Bond Formation Under Hydrogenation Conditions

摘要

Formal heterolytic activation of elemental hydrogen under Rh catalysis enables the reductive generation of enolates from enones under hydrogenation conditions. Enolates generated in this fashion participate in catalytic C-C bond formation via carbonyl addition to aldehyde and ketone partners. Use of appendant dione partners enables diastereoselective formation of cycloaldol products possessing three stereogenic centers, including two contiguous quaternary centers.