Chiral and Stereoselective Total Synthesis of (-)-Deoxoprosopinine and (-)-Deoxopropsophylline. Intramolecular Aminomercuration of an ε,ζ-Unsaturated Amine

Article abstract of DOI:10.1246/bcsj.54.488

L-Serine was transformed in 8 steps into (4R,5S)-2,2-dimethyl-4-<(Z)-3-pentadecenyl>-1,3-dioxan-5-amine.This chiral ε,ζ-unsaturated amine was subjected to intramolecular aminomercuration and then acid hydrolysis to give (-)-deoxoprosopinine and (-)-deoxoprosophylline.