title: Application of the B-alkyl suzuki-miyaura cross-coupling reaction to the stereoselective synthesis of analogues of (3S)-oxidosqualene.
abstract: [reaction: see text] A general method is described for the direct and stereoselective synthesis of epoxypolyenes via Suzuki-Miyaura cross-coupling reaction of 1-iodoalkenes with B-alkylboron compounds. It allows for the straightforward and convergent assembly of compounds that are structurally similar to (3S)-oxidosqualene, an important intermediate in steroid biosynthesis.
authors.affiliation: Department of Organic Chemistry, Ghent University, Krijgslaan 281/S4, B-9000 Ghent, Belgium.
authors.forename: Johan M
authors.initials: JM
authors.lastname: Winne
authors.forename: Bing
authors.initials: B
authors.lastname: Guang
authors.forename: Jo
authors.initials: J
authors.lastname: D'Herde
authors.forename: Pierre J
authors.initials: PJ
authors.lastname: De Clercq
mesh_terms: D002384:Catalysis; D015394:Molecular Structure; D013185:Squalene / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: C520393:oxidosqualene; D013185:Squalene