Azabicycloalkenes as Synthetic Intermediates:  Application to the Preparation of Diazabicycloalkane Scaffolds

Autor: H. G. P. Prenzel, Alexander, Deppermann, Nina, Maison, Wolfgang
Zdroj: Organic Letters; April 2006, Vol. 8 Issue: 8 p1681-1684, 4p
Abstrakt: A general method to synthesize bicyclic dipeptide mimetics is reported. Key intermediates are azabicycloalkenes 9 and 17, which are prepared via Diels−Alder reactions and subsequent mild deprotection. These unsaturated bicyclic heterocycles are versatile intermediates for different dipeptide mimetics of the aza- and diazabicycloalkane type, which is demonstrated by the synthesis of diazabicycloalkanes 11 and 19 in only 3−6 steps and good overall yield.
Databáze: Supplemental Index