title: Total synthesis of iejimalide B. An application of the Shiina macrolactonization.
abstract: The potent anticancer compound iejimalide B (1) was prepared by a total synthesis through a strategy that features Julia olefinations, Wittig olefinations, a Carreira enantioselective alkynylation, a Heck reaction, a Marshall propargylation reaction, a Stille coupling, and a Shiina macrolactonization.
authors.affiliation: Department of Chemistry and Biochemistry and Walther Cancer Research Center, University of Notre Dame, Notre Dame, Indiana 46556, USA.
authors.forename: Dirk
authors.initials: D
authors.lastname: Schweitzer
authors.forename: John J
authors.initials: JJ
authors.lastname: Kane
authors.forename: Daniel
authors.initials: D
authors.lastname: Strand
authors.forename: Peter
authors.initials: P
authors.lastname: McHenry
authors.forename: Martin
authors.initials: M
authors.lastname: Tenniswood
authors.forename: Paul
authors.initials: P
authors.lastname: Helquist
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis*; D002219:Carbamates / Q000138:chemical synthesis*; D018942:Macrolides / Q000138:chemical synthesis*; D015394:Molecular Structure
chemical_list: D000970:Antineoplastic Agents; D002219:Carbamates; D018942:Macrolides; C520301:iejimalide B