title: Tandem radical cyclizations with iodoaryl azides: formal total synthesis of (+/-)-aspidospermidine.
abstract: An iodoazide radical cascade cyclization strategy has been used as the key step in a formal synthesis of aspidospermidine. Specifically, this step generated the alkaloid's B- and E-rings in the ethylidene-functionalized tetracycle 5. In turn, this was converted into pentacycle 25, a known advanced synthetic precursor of aspidospermidine.
authors.affiliation: Department of Pure and Applied Chemistry, 295 Cathedral Street, Glasgow G1 1XL, U.K.
authors.forename: B
authors.initials: B
authors.lastname: Patro
authors.forename: J A
authors.initials: JA
authors.lastname: Murphy
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis*; D001386:Azides; D003500:Cyclization; D007202:Indicators and Reagents; D026121:Indole Alkaloids; D007211:Indoles; D011804:Quinolines; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D001386:Azides; D007202:Indicators and Reagents; D026121:Indole Alkaloids; D007211:Indoles; D011804:Quinolines; C409672:aspidospermidine