Chiral 8-amino substituted 2-phenyl-5,6,7,8-tetrahydro-6,6-dimethylmethanoquinolines as chiral ligands for enantioselective catalysis: Palladium catalysed allylic substitution and addition of diethylzinc to benzaldehyde

Article abstract of DOI:10.1016/S0957-4166(97)00275-9

Diastereomerically pure 8-amino substituted (5S,7S)-2-phenyl-5,6,7,8-tetrahydro-6,6-dimethylmethanoquinolines were prepared and assessed in the enantioselective palladium catalysed allylic substitution of 1,3-diphenylprop-2-enyl acetate with dimethyl malonate and addition of diethylzinc to benzaldehyde. Enantioselectivities up to 68% were obtained.