title: Total synthesis of trioxacarcin DC-45-A2.
abstract: An enantioselective total synthesis of trioxacarcin DC-45-A2 (1) featuring a novel Lewis acid-induced cascade rearrangement of epoxyketone 6 to forge the polyoxygenated 2,7-dioxabicyclo[2.2.1]heptane core of the molecule is described.
authors.affiliation: Department of Chemistry, BioScience Research Collaborative, Rice University, 6100 Main Street, Houston, TX 77005 (USA). kcn@rice.edu.
authors.forename: K C
authors.initials: KC
authors.lastname: Nicolaou
authors.forename: Quan
authors.initials: Q
authors.lastname: Cai
authors.forename: Bo
authors.initials: B
authors.lastname: Qin
authors.forename: Mette T
authors.initials: MT
authors.lastname: Petersen
authors.forename: Remi J T
authors.initials: RJ
authors.lastname: Mikkelsen
authors.forename: Philipp
authors.initials: P
authors.lastname: Heretsch
mesh_terms: D000617:Aminoglycosides / Q000138:chemical synthesis* / Q000737:chemistry; D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis*; D058116:Lewis Acids / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000617:Aminoglycosides; D000903:Antibiotics, Antineoplastic; D058116:Lewis Acids; C000602529:trioxacarcin DC-45-A2; C033790:trioxacarcin
keywords: antitumor agents; cascade reactions; natural products; total synthesis; trioxacarcins