Sulfinimine mediated asymmetric synthesis of 3-substituted-1(2H)- isoquinolones: (3R,4S)-(-)-4-hydroxy-3-phenyltetrahydroisoquinoline

Article abstract of DOI:10.1016/S0040-4039(98)00506-1

A general approach to enantiomerically pure 3-substituted-1(2H)- isoquinolones is illustrated by the addition of lateral lithiated amide 7 to sulfinimine 5. Isoquinolone 8 is readily transformed into (3R,4S)-(-)-4- hydroxy-3-phenyltetrahydroisoquinoline 15 via hydroxylation and reduction.