title: Total synthesis of (-)-goniotrionin.
abstract: A stereoselective total synthesis of the reported structure of goniotrionin (4) has been accomplished. The key steps involved the opening of a chiral epoxide, a highly diastereoselective Mukaiyama aerobic oxidative cyclization, a selective 1,2-syn Mukaiyama aldol reaction, and a Noyori reduction.
authors.affiliation: Chemistry Institute, State University of Campinas, UNICAMP, 13083-970, C.P. 6154, Campinas, SP, Brazil. ldias@iqm.unicamp.br
authors.forename: Luiz C
authors.initials: LC
authors.lastname: Dias
authors.forename: Marco A B
authors.initials: MA
authors.lastname: Ferreira
mesh_terms: D003500:Cyclization; D004852:Epoxy Compounds / Q000737:chemistry*; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry*; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013237:Stereoisomerism
chemical_list: D004852:Epoxy Compounds; D005663:Furans; D007783:Lactones; C573966:goniotrionin