title: Total synthesis of cochleamycin A.
abstract: [reaction: see text] Cochleamycin A (1) was synthesized in 2.4% overall yield via a 23-step linear sequence starting from 3-butene-1-ol. Key features of the synthesis include the synthesis of (Z)-1,3-diene 21 via a Stille coupling of 4 and 5 and a transannular Diels-Alder reaction of macrocycle 26 to provide the complete carbon skeleton of 1.
authors.affiliation: Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109, USA.
authors.forename: Thomas A
authors.initials: TA
authors.lastname: Dineen
authors.forename: William R
authors.initials: WR
authors.lastname: Roush
mesh_terms: D003517:Cyclopentanes / Q000138:chemical synthesis*; D007783:Lactones / Q000138:chemical synthesis*; D008968:Molecular Conformation
chemical_list: D003517:Cyclopentanes; D007783:Lactones; C099300:cochleamycin A