title: Synthesis of cis-solamin using a permanganate-mediated oxidative cyclization.
abstract: [reaction: see text] cis-Solamin (1) and its diastereoisomer 14 have been synthesized in 13 steps using the diastereoselective permanganate-promoted oxidative cyclization of 1,5-dienes to create the tetrahydrofuran diol core. Notably, no protecting groups are required during the stages of fragment assembly.
authors.affiliation: Department of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, UK.
authors.forename: Alexander R L
authors.initials: AR
authors.lastname: Cecil
authors.forename: Richard C D
authors.initials: RC
authors.lastname: Brown
mesh_terms: D001558:Benzethonium / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D011196:Potassium Permanganate / Q000737:chemistry*
chemical_list: D011196:Potassium Permanganate; D001558:Benzethonium