Chiral auxiliary mediated pictet-spengler reactions: Asymmetric syntheses of (-)-laudanosine, (+)-glaucine and (-)-xylopinine

Article abstract of DOI:10.1016/S0040-4020(97)01018-1

Cyclohexyl-based chiral auxiliaries can be used effectively in an asymmetric Pictet-Spengler synthesis of tetrahydroisoquinoline, aporphine and protoberbine alkaloids. Using this strategy, concise asymmetric syntheses of (-)-laudanosine, (+)-glaucine and (+)- xylopinine have been accomplished.