Synthesis of (R) and (S)-3-Aminoquinuclidine from 3-Quinuclidinone and (S) and (R)-1-Phenethylamine

Abstract

The synthesis of (R) and (S)-3-amino quinuclidine, an important building block for the synthesis of chiral 5-HT₃ serotonin receptor antagonists, is described. The key reaction is the reduction by NaBH₄ of the imine prepared from the 3-quinuclidinone and chiral (S) or (R)-1-phenethylamine.