title: Unified total synthesis of pteriatoxins and their diastereomers.
abstract: A unified total synthesis is reported to access all of the possible diastereomers of pteriatoxins A-C, with the use of an intramolecular Diels-Alder reaction as the key step to form the carbo-macrocyclic core structure. The C34/C35-diol protecting groups were found to have significant effects on both the exo/endo-selectivity and the exo-facial selectivity of the intramolecular Diels-Alder process.
authors.affiliation: Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, Massachusetts 02138, USA.
authors.forename: Fumiyoshi
authors.initials: F
authors.lastname: Matsuura
authors.forename: René
authors.initials: R
authors.lastname: Peters
authors.forename: Masahiro
authors.initials: M
authors.lastname: Anada
authors.forename: Scott S
authors.initials: SS
authors.lastname: Harried
authors.forename: Junliang
authors.initials: J
authors.lastname: Hao
authors.forename: Yoshito
authors.initials: Y
authors.lastname: Kishi
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis*; D000818:Animals; D049872:Bivalvia / Q000737:chemistry*; D002384:Catalysis; D008956:Models, Chemical; D009498:Neurotoxins / Q000138:chemical synthesis*; D013141:Spiro Compounds / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D009498:Neurotoxins; D013141:Spiro Compounds