Stereoselective synthesis of highly substituted 1-isomorphans (1-azabicyclo[3.3.1]nonanes)

Abstract

We describe the first enantioselective synthesis of highly functionalized 1-azabicyclo[3.3.1]nonanes (1-IM). The 1-IM scaffold is present in natural products and drugs and is an isomer of the morphan moiety. The...

Synthesis of the diazatricycloundecane scaffold via gold(i)-catalysed Conia-ene-type 5-exo-dig cyclization and stepwise substituent assembly for the construction of an sp3-rich compound library

“…13 Given the uniqueness and importance of these bridged sp 3 -rich scaffolds, divergent syntheses of such scaffolds have been reported. 14 We have also developed compound libraries based on unique three-dimensional bridged scaffolds. 15 Diazatricyclododecene 2 , a bridged-tricyclic scaffold, is one of our developed three-dimensional scaffolds and has been synthesised by the gold( i )-catalysed Conia-ene reaction with the cyclization precursor 1 to provide the compound library 3 (Fig.…”