title: Total synthesis of epothilone B.
abstract: [structure-see text] A convergent and stereoselective total synthesis of epothilone B (2) is described. The key steps are Normant reaction, Wadsworth-Emmons reaction of a methyl ketone 14 with the phosphonate reagent 7, diastereoselective aldol condensation of aldehyde 3 with enolate 4 to form the C6-C7 bond, and macrolactonization.
authors.affiliation: Department of Medicinal Chemistry, School of Pharmacy, University of Mississippi, P.O. Box 1848, University, Mississippi 38677-1848, USA.
authors.forename: M
authors.initials: M
authors.lastname: Valluri
authors.forename: R M
authors.initials: RM
authors.lastname: Hindupur
authors.forename: P
authors.initials: P
authors.lastname: Bijoy
authors.forename: G
authors.initials: G
authors.lastname: Labadie
authors.forename: J C
authors.initials: JC
authors.lastname: Jung
authors.forename: M A
authors.initials: MA
authors.lastname: Avery
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis*; D000935:Antifungal Agents / Q000138:chemical synthesis*; D034261:Epothilones; D007202:Indicators and Reagents; D018942:Macrolides / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D000903:Antibiotics, Antineoplastic; D000935:Antifungal Agents; D034261:Epothilones; D007202:Indicators and Reagents; D018942:Macrolides; C093788:epothilone B