1. http://msmith.chem.ox.ac.uk/;2. Chemistry Research Laboratory, University of Oxford, Oxford, UK;3. Department of Chemistry, Dnipropetrovsk National University, Dnipropetrovsk, Ukraine
Abstract:
An approach to the intramolecular Diels–Alder reaction has led to a cascade synthesis of complex carbocycles composed of three fused rings and up to five stereocenters with complete stereocontrol. Computational analysis reveals that the reaction proceeds by a Michael/Michael/cyclopropanation/epimerization cascade in which size and coordination of the counterion is key.