title: Efficient access to a dihydropyran-containing macrolide via a transannular oxy-Michael reaction: total synthesis of (+)-aspergillide C.
abstract: The second-generation enantioselective total synthesis of aspergillide C, a new type of 14-membered macrolide isolated from a marine-derived fungus, has been accomplished in a longest linear sequence of 15 steps from a chiral building block in 19% overall yield employing the 6-exo-trig transannular oxy-Michael reaction as the key step.
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokushima, 1-78-1 Sho-machi, Tokushima 770-8505, Japan.
authors.forename: Hisataka
authors.initials: H
authors.lastname: Kobayashi
authors.forename: Makoto
authors.initials: M
authors.lastname: Kanematsu
authors.forename: Masahiro
authors.initials: M
authors.lastname: Yoshida
authors.forename: Kozo
authors.initials: K
authors.lastname: Shishido
mesh_terms: D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry*; D011714:Pyrans / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D018942:Macrolides; D011714:Pyrans; C526624:aspergillide C