Organocatalytic Enantioselective Total Synthesis of (-)-Arboricine
Wanner MJ , Boots RNA, Eradus B, de Gelder R , van Maarseveen JH , Hiemstra H
ORGANIC LETTERS    Volume: 11    Issue: 12    Pages: 2579-2581    Published: JUN 18 2009  
  
Abstract:
The tetracyclic indole alkaloid (-)-arboricine has been prepared using an asymmetric organocatalytic Pictet-Spengler reaction as the key step followed by a diastereoselective Pd-catalyzed iodoalkene/enolate cyclization. The absolute stereochemistry was unequivocally proven by X-ray crystallographic analysis and appeared to be opposite to the published structure in the original paper.