Platencin from a Phenol
Posted by naturalproductman on August 5, 2010
Vishwakarma Singh and co-workers from IIT Bombay have published in Organic and Biomolecular Chemistry on an oxidation of a phenol that yields a Diels-Alder substrate that dimerizes on itself and when the dimer is heated reforms the dienone substrate that undergoes an intramolecular Diels-Alder reaction. So the sequence goes like so: intermolecular Diels-Alder to retro-Diels-Alder to intramolecular Diels-Alder – all to yield platencin’s polycyclic structure.
