Development of an access route to the c31-c52 central core of amphidinol 3.
[reaction: see text] An asymmetric synthesis of the heavily oxygenated inner sector of amphidinol 3 constituted of C31-C52 is described. The successful pathway highlights construction of the pair of identical tetrahydropyran subunits from a common intermediate.
Bedore
Matthew W
MW
Evans Chemical Laboratories, The Ohio State University, Columbus, Ohio 43210, USA.
Chang
Shuh-Kuen
SK
Paquette
Leo A
LA
D000447:Aldehydes / Q000737:chemistry; D000475:Alkenes / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D004141:Dinoflagellida / Q000737:chemistry*; D004852:Epoxy Compounds / Q000737:chemistry; D006847:Hydrocarbons, Iodinated / Q000737:chemistry; D008956:Models, Chemical; D010100:Oxygen / Q000737:chemistry; D011714:Pyrans / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013237:Stereoisomerism; D014753:Vinyl Compounds / Q000737:chemistry; D000095722:Amphidinols
D000447:Aldehydes; D000475:Alkenes; D000935:Antifungal Agents; D004852:Epoxy Compounds; D006847:Hydrocarbons, Iodinated; D010100:Oxygen; D011714:Pyrans; D014753:Vinyl Compounds; C438973:amphidinol 3; D000095722:Amphidinols