Enantioselective protonation of lithium enolates with chiral imides possessing a chiral amide

Article abstract of DOI:10.1246/bcsj.72.2337

New chiral imides possessing a chiral amide can be prepared from 1,3,5- trimethyl-r-1,c-3,c-5-cyclohexanetricarboxylic acid or related triacids and optically active amines. These imides are superior to 1,3,5-trimethyl-c- 5[(4S,5S)-4,5-diphenyl-2-oxazolin-2-yl]-r-1,c-3-cyclohexanedicarboximide reported previously as a chiral proton source for enantioselective protonation of lithium enolates of 2-alkylcycloalkanones.