Abstract
The Staudinger reaction of various β-carboline derivatives with aryloxyacetyl chlorides led to novel fused tetracyclic compounds containing two biologically considerable cores, such as the β-carboline and the β-lactam units. The reaction is stereoselective, giving exclusively the cis cycloadducts as racemates. The mechanism and the 100% stereoselectivity of this cycloaddition was studied by high level quantum chemical calculations.
Keywords: Staudinger reaction, β-Carbolines, β-Lactams, Cycloaddition, Mechanism.