A Stereospecific Total Synthesis of (3R*,5S*,9S*)-Gephyrotoxin 223AB

Article abstract of DOI:10.1021/jo00244a006

The title compound was synthesized stereospecifically by the nucleophilic addition of hydride (NaCNBH3) to the conformationally rigid tetrahydropyridinium ion 6.This key intermediate was obtained in six steps from the ethylene ketal of 1-chloro-4-heptanone.Biological evaluation of 1c is also reported.