title: Lasonolide A: structural revision and synthesis of the unnatural (-)-enantiomer.
abstract: Total synthesis of the unnatural (-)-enantiomer of lasonolide A was achieved starting from ethyl l-malate. The two tetrahydropyranyl fragments were prepared stereoselectively via radical cyclization reactions of beta-alkoxyacrylates. The full structure of natural lasonolide A was determined unequivocally.
authors.affiliation: School of Chemistry and Molecular Engineering, Seoul National University, Seoul 151-747, Korea.
authors.forename: Eun
authors.initials: E
authors.lastname: Lee
authors.forename: Ho Young
authors.initials: HY
authors.lastname: Song
authors.forename: Jung Won
authors.initials: JW
authors.lastname: Kang
authors.forename: Dae-Shik
authors.initials: DS
authors.lastname: Kim
authors.forename: Cheol-Kyu
authors.initials: CK
authors.lastname: Jung
authors.forename: Jung Min
authors.initials: JM
authors.lastname: Joo
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis; D018942:Macrolides / Q000138:chemical synthesis*; D011161:Porifera / Q000737:chemistry / Q000378:metabolism; D013237:Stereoisomerism
chemical_list: D000970:Antineoplastic Agents; D018942:Macrolides; C450700:lasonolide A