title: Total synthesis of the cytotoxic anhydrophytosphingosine pachastrissamine (jaspine B).
abstract: A short, 8-step synthesis of the marine natural product pachastrissamine has been developed that relies on a diastereoselective aldol reaction between a suitably protected hydantoin and an optically enriched α-chloroaldehyde. This synthetic route provides new opportunities for exploring structure activity relationships within this family of natural products.
authors.affiliation: Department of Chemistry, Simon Fraser University, Burnaby, British Columbia, Canada V5A 1S6.
authors.forename: Vijay
authors.initials: V
authors.lastname: Dhand
authors.forename: Stanley
authors.initials: S
authors.lastname: Chang
authors.forename: Robert
authors.initials: R
authors.lastname: Britton
mesh_terms: D008968:Molecular Conformation; D013110:Sphingosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology
chemical_list: C468594:pachastrissamine; D013110:Sphingosine