title: Total synthesis of (+/-)-welwitindolinone a isonitrile.
abstract: A highly stereoselective total synthesis of the alkaloid natural product welwitindolinone A isonitrile has been completed. The synthesis utilizes a chloronium ion mediated semi-pinacol rearrangement to simultaneously install the C10 quaternary center and neopentyl chlorine and a novel anionic cyclization to construct the spiro-oxindole with complete stereocontrol.
authors.affiliation: Sterling Chemistry Laboratory, Department of Chemistry, Yale University, New Haven, Connecticut 06520-8107, USA.
authors.forename: Sarah E
authors.initials: SE
authors.lastname: Reisman
authors.forename: Joseph M
authors.initials: JM
authors.lastname: Ready
authors.forename: Atsushi
authors.initials: A
authors.lastname: Hasuoka
authors.forename: Catherine J
authors.initials: CJ
authors.lastname: Smith
authors.forename: John L
authors.initials: JL
authors.lastname: Wood
mesh_terms: D000458:Cyanobacteria / Q000737:chemistry; D026121:Indole Alkaloids; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D009570:Nitriles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D026121:Indole Alkaloids; D007211:Indoles; D009570:Nitriles; C507638:welwitindolinone A