title: Toward the total synthesis of variecolin.
abstract: [reaction: see text] An annulative approach toward the total synthesis of the sesterterpenoid variecolin (1) is presented. Synthesis of the key hemiketal, containing the core ABC ring skeleton, has been achieved on a model system by an expeditious route utilizing samarium(II) iodide. Furthermore, enantioselective syntheses of component fragments for the total synthesis have been developed.
authors.affiliation: Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, USA. gmolandr@sas.upenn.edu
authors.forename: G A
authors.initials: GA
authors.lastname: Molander
authors.forename: M S
authors.initials: MS
authors.lastname: Quirmbach
authors.forename: L F
authors.initials: LF
authors.lastname: Silva
authors.forename: K C
authors.initials: KC
authors.lastname: Spencer
authors.forename: J
authors.initials: J
authors.lastname: Balsells
mesh_terms: D057911:Angiotensin Receptor Antagonists; D007166:Immunosuppressive Agents / Q000138:chemical synthesis; D044140:Receptor, Angiotensin, Type 1; D044139:Receptor, Angiotensin, Type 2; D054830:Sesterterpenes; D013237:Stereoisomerism; D013729:Terpenes / Q000138:chemical synthesis*
chemical_list: D057911:Angiotensin Receptor Antagonists; D007166:Immunosuppressive Agents; D044140:Receptor, Angiotensin, Type 1; D044139:Receptor, Angiotensin, Type 2; D054830:Sesterterpenes; D013729:Terpenes; C433945:variecolin