Chemical Communications 2011-02-07

A concise synthesis of the molecular framework of pleuromutilin.

Junjia Liu, Stephen D Lotesta, Erik J Sorensen

Index: Chem. Commun. (Camb.) 47(5) , 1500-2, (2011)

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Abstract

Two syntheses of the tricyclic carbon skeleton of pleuromutilin are reported. Diastereoselective 1,4-conjugate additions were used to elaborate bicyclic precursors at an early stage of each route, while ring-forming olefin metatheses were executed to complete the pleuromutilin carbon framework. The congeners prepared are appropriately functionalized to enable access to diverse pleuromutilin analogues.