title: 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.
authors.affiliation: Frick Chemical Laboratory, Department of Chemistry, Princeton University, Princeton, NJ 08540, USA.
authors.forename: Junjia
authors.initials: J
authors.lastname: Liu
authors.forename: Stephen D
authors.initials: SD
authors.lastname: Lotesta
authors.forename: Erik J
authors.initials: EJ
authors.lastname: Sorensen
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D004224:Diterpenes / Q000138:chemical synthesis / Q000737:chemistry; D008956:Models, Chemical; D015394:Molecular Structure; D011083:Polycyclic Compounds; D013237:Stereoisomerism; D000097567:Pleuromutilins
chemical_list: D000475:Alkenes; D004224:Diterpenes; D011083:Polycyclic Compounds; D000097567:Pleuromutilins