title: A highly conjunctive beta-keto phosphonate: application to the synthesis of pyridine alkaloids xestamines C, E, and H.
abstract: The synthesis of a novel beta-keto gamma-xanthyl phosphonate has been achieved. This highly conjunctive reagent has been utilized in a combination of radical and ionic reactions to create new carbon-carbon bonds. Its usefulness was demonstrated by realizing the first total synthesis of naturally occurring pyridine alkaloids xestamines C, E, and H.
authors.affiliation: Laboratoire de Synthèse Organique, CNRS UMR 7652, Département de Chimie, Ecole Polytechnique, 91128 Palaiseau, France.
authors.forename: Matthieu
authors.initials: M
authors.lastname: Corbet
authors.forename: Michiel
authors.initials: M
authors.lastname: de Greef
authors.forename: Samir Z
authors.initials: SZ
authors.lastname: Zard
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D000818:Animals; D020650:Combinatorial Chemistry Techniques; D015394:Molecular Structure; D063065:Organophosphonates / Q000138:chemical synthesis* / Q000737:chemistry; D011161:Porifera / Q000737:chemistry; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D063065:Organophosphonates; D011725:Pyridines; C526632:xestamine C; C526633:xestamine E; C526634:xestamine H