title: Enantioselective synthesis of the C1-C11 fragment of tedanolide C.
abstract: A convergent synthesis of the protected C(1)-C(11) fragment 6 of the targeted enantiomer of tedanolide C is described. The key step of the synthesis is the Felkin-Ahn addition of vinyl iodide 7 to aldehyde 8 that proceeds in 80% yield with 4:1 diastereoselectivity.
authors.affiliation: Department of Chemistry, The Scripps Research Institute, Scripps Florida, 130 Scripps Way, Jupiter, Florida 33458, USA.
authors.forename: Julie G
authors.initials: JG
authors.lastname: Geist
authors.forename: Roland
authors.initials: R
authors.lastname: Barth
authors.forename: William R
authors.initials: WR
authors.lastname: Roush
mesh_terms: D000818:Animals; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011161:Porifera / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D018942:Macrolides; C516408:tedanolide C