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A concise synthesis of the molecular framework of pleuromutilin.

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.

SUBMITTER: Liu J

PROVIDER: S-EPMC3156455 | biostudies-literature | 2011 Feb

REPOSITORIES: biostudies-literature

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A concise synthesis of the molecular framework of pleuromutilin.

Liu Junjia J Lotesta Stephen D SD Sorensen Erik J EJ

Chemical communications (Cambridge, England) 20101116 5

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. ...[more]

PMID: 21079876

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