title: Total synthesis of asperlicin C, circumdatin F, demethylbenzomalvin A, demethoxycircumdatin H, sclerotigenin, and other fused quinazolinones.
abstract: Using scandium triflate and microwaves, the direct double dehydrocyclization of anthranilate-containing tripeptides was achieved, affording the total syntheses of (i) quinazolino[3,2-a]benzodiazepinediones (), (ii) diazepino[2,1-b]quinazolinediones (), and (iii) pyrazino[2,1-b]quinazolinediones () with good overall isolated yields (23-43%, 37-47% and 31-56%, respectively). Among the quinazolino[3,2-a]benzodiazepinediones synthesized, (sclerotigenin), (circumdatin F), and (asperlicin C) are natural products.
authors.affiliation: Institute of Molecular Biology, Academia Sinica, Nankang, Taipei, Taiwan, ROC.
authors.forename: Ming-Chung
authors.initials: MC
authors.lastname: Tseng
authors.forename: Huei-Yun
authors.initials: HY
authors.lastname: Yang
authors.forename: Yen-Ho
authors.initials: YH
authors.lastname: Chu
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis / Q000737:chemistry; D001570:Benzodiazepinones / Q000138:chemical synthesis / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D052999:Quinazolinones / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D000470:Alkaloids; D001570:Benzodiazepinones; D052999:Quinazolinones; C428194:circumdatin F; C547945:demethoxycircumdatin H; C547944:demethylbenzomalvin A; C539066:sclerotigenin; C057101:asperlicin C