Oxazatricyclic Noradamantanes:Stereocontrolled Synthesis of Functionalized Scopolines,Related Cage Molecules,and Drug Leads

摘要

Scopolines 4 and the noradamantane scaffold are accessible from 8-oxabicyclo[3.2.1]oct-6-en-3-ones such as 6 by a concise route involving introduction of an axial amino nitrogen at C3,epoxidation,and cyclization.The resulting cage molecules are versatile drug leads.