NEW CHIRAL RECOGNITION OF CHIRAL TIN(II) ENOLATES TOWARD CYCLIC ACYL IMINIUM SPECIES. ASYMMETRIC TOTAL SYNTHESIS OF (-)-SUPINIDINE

Article abstract of DOI:10.1016/S0040-4039(00)82286-8

Diastereoselective alkylation of chiral tin(II) enolates 1 onto cyclic acyl iminium ion 7 proceeded in a different chiral recognition mode from the case of 1 onto cyclic acyl imines 3.This new diastereoselective alkylation was efficiently utilized for an asymmetric total synthesis of (-)-supinidine (20).