Publication Details (including relevant citation information):
Tisdale, E. J.; Chowdhury, C.; Vong, B. G.; Li, H.; Theodorakis, E. A. Regioselective synthesis of the bridged tricyclic core of Garcinia natural products via intramolecular aryl acrylate cycloadditions. Org. Lett. 2002, 4, 909-912.
An efficient synthetic approach to the tricyclic core of lateriflorone is described. Essential to the synthesis was the implementation of a biomimetic tandem Claisen/Diels-Alder reaction that produced the desired tricyclic scaffold as a single isomer. A rationalization of the excellent regio and stereoselectivity of this transformation is also proposed.
Address (URL): http://dx.doi.org/10.1021/ol034276y