title: Use of allylic strain to enforce stereochemistry. Direct syntheses of 7,8-dihydroxycalamenene and mansonone C.
abstract: [Structure: see text] Direct syntheses of 7,8-dihydroxycalamenene and mansonone C were achieved. The cis-stereochemistry required for the synthesis of 7,8-dihydroxycalamenene was introduced by an intramolecular cyclization directed by allylic strain.
authors.affiliation: Department of Chemistry, Iowa State University, Ames, Iowa 50011, USA. gakraus@iastate.edu
authors.forename: George A
authors.initials: GA
authors.lastname: Kraus
authors.forename: Insik
authors.initials: I
authors.lastname: Jeon
mesh_terms: D015394:Molecular Structure; D009285:Naphthoquinones / Q000138:chemical synthesis*; D013729:Terpenes / Q000138:chemical synthesis*; D013764:Tetrahydronaphthalenes / Q000138:chemical synthesis*
chemical_list: C517071:7,8-dihydroxycalamenene; D009285:Naphthoquinones; D013729:Terpenes; D013764:Tetrahydronaphthalenes; C517072:mansonone C