title: A convergent approach to (-)-callystatin A based on local symmetry.
abstract: The key is symmetry! A convergent synthetic approach of the highly cytotoxic natural product (-)-callystatin A was developed assembling three fragments through Julia-Kocienski olefination and Stille cross-coupling. The new strategy relies on a pivotal local symmetry of the target molecule. In this preliminary study, particular attention was devoted to facilitate the catalytic enantiocontrol of strategic stereogenic centers present in each of the fragments (see scheme).
authors.affiliation: Aix-Marseille Université, CNRS, iSm2 UMR7313, 13397 Marseille Cedex 20-Service 532, France.
authors.forename: Mathieu
authors.initials: M
authors.lastname: Candy
authors.forename: Loïc
authors.initials: L
authors.lastname: Tomas
authors.forename: Sabrina
authors.initials: S
authors.lastname: Parat
authors.forename: Virginie
authors.initials: V
authors.lastname: Heran
authors.forename: Hugues
authors.initials: H
authors.lastname: Bienaymé
authors.forename: Jean-Marc
authors.initials: JM
authors.lastname: Pons
authors.forename: Cyril
authors.initials: C
authors.lastname: Bressy
mesh_terms: D000475:Alkenes / Q000737:chemistry; D000818:Animals; D047128:Callyspongia / Q000737:chemistry; D005231:Fatty Acids, Unsaturated / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D005231:Fatty Acids, Unsaturated; C421091:callystatin A