title: Synthesis of dysideaproline E using organocatalysis.
abstract: (S)-4,4-Dichloro-3-methylbutanoic acid was prepared in 51% overall yield from commercially available starting materials using an organocatalytic transfer hydrogenation to 4,4-dichloro-3-methylbut-2-enal in the key step. The (S)-dichloro acid was used as an intermediate in the first total synthesis of dysideaproline E and a diastereomer confirming the structure of the natural product.
authors.affiliation: School of Chemistry, University of Bristol, Cantock's Close, Bristol, UK BS8 1TS.
authors.forename: Ernest
authors.initials: E
authors.lastname: Owusu-Ansah
authors.forename: Amanda C
authors.initials: AC
authors.lastname: Durow
authors.forename: John R
authors.initials: JR
authors.lastname: Harding
authors.forename: Angela C
authors.initials: AC
authors.lastname: Jordan
authors.forename: Susan J
authors.initials: SJ
authors.lastname: O'Connell
authors.forename: Christine L
authors.initials: CL
authors.lastname: Willis
mesh_terms: D002384:Catalysis; D007532:Isoleucine / Q000138:chemical synthesis*; D015394:Molecular Structure; D011759:Pyrrolidines / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D011759:Pyrrolidines; D007532:Isoleucine