title: Total synthesis of anhydrolycorinone utilizing sequential intramolecular Diels-Alder reactions of a 1,3,4-oxadiazole.
abstract: A convergent total synthesis of anhydrolycorinone is detailed, enlisting sequential intramolecular Diels-Alder reactions of a suitably substituted 2-amino-1,3,4-oxadiazole defining a novel oxadiazole --> furan --> benzene Diels-Alder strategy.
authors.affiliation: Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.
authors.forename: Scott E
authors.initials: SE
authors.lastname: Wolkenberg
authors.forename: Dale L
authors.initials: DL
authors.lastname: Boger
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis / Q000737:chemistry; D047151:Amaryllidaceae Alkaloids; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D010069:Oxadiazoles; D010617:Phenanthridines / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D000470:Alkaloids; D047151:Amaryllidaceae Alkaloids; D007202:Indicators and Reagents; D010069:Oxadiazoles; D010617:Phenanthridines; C420562:anhydrolycorinone; C015330:lycorine