Eric Tisdale - Regioselective synthesis of the bridged tricyclic core of Garcinia natural products via intramolecular aryl acrylate cycloadditions.

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      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.

      Abstract:

      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