Abstract

Boger and co-workers have employed an inverse electron demand azadiene ­Diels-Alder reaction to construct the highly substituted symmetrical pyrrole G that was converted into the ATP-citrate lyase inhibitor Ningalin D (9 steps, 19% overall). This method offers an alternative to the plethora of existing metal-mediated coupling reactions on preformed halo-substituted pyrroles. For a recent synthesis of the related natural product Dictyodendrin B, see: A. Fürstner, M. M. Domostoj, B. Scheiper J. Am. Chem. Soc. 2005, 127, 11620-11621.

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