title: Total synthesis of the chlorinated marine natural product dysamide B.
abstract: [Structure: see text] Two approaches to the synthesis of (2S,4S)-5,5-dichloroleucine are compared, and the parent amino acid was used in the first total synthesis of the polychlorinated marine natural product, dysamide B. A key step was the lead tetraacetate-mediated decarboxylation of an alpha,alpha-dichloro acid in the presence of 1,4-cyclohexadiene to generate the dichloromethyl group.
authors.affiliation: School of Chemistry, University of Bristol, Cantock's Close, Bristol BS8 1TS, UK.
authors.forename: Amanda C
authors.initials: AC
authors.lastname: Durow
authors.forename: G Cliona
authors.initials: GC
authors.lastname: Long
authors.forename: Susan J
authors.initials: SJ
authors.lastname: O'Connell
authors.forename: Christine L
authors.initials: CL
authors.lastname: Willis
mesh_terms: D000818:Animals; D047088:Dysidea / Q000378:metabolism; D006843:Hydrocarbons, Chlorinated / Q000138:chemical synthesis* / Q000378:metabolism; D015394:Molecular Structure; D010879:Piperazines / Q000138:chemical synthesis* / Q000378:metabolism
chemical_list: D006843:Hydrocarbons, Chlorinated; D010879:Piperazines; C517077:dysamide B