title: Total synthesis of (-)-depyranoversicolamide B.
abstract: Starting from easily prepared (R)-C3-isoprenylated pyrroloindoline, the C3-isoprenylated indolyl diketopiperazine is prepared by an efficient reductive opening of the pyrrolo ring, and undergoes biomimetic Diels-Alder reaction to generate an anti-adduct as a sole stereoisomer. Oxidation of the indoline moiety to oxindole completes the synthesis of (-)-depyranoversicolamide B.
authors.affiliation: The Innovative Drug Research Centre, and School of Chemistry and Chemical Engineering, Chongqing University, Chongqing 401331, P. R. China.
authors.forename: Wen-Fang
authors.initials: WF
authors.lastname: Qin
authors.affiliation: The Innovative Drug Research Centre, and School of Chemistry and Chemical Engineering, Chongqing University, Chongqing 401331, P. R. China.
authors.forename: T
authors.initials: T
authors.lastname: Xiao
authors.affiliation: Key Laboratory of Drug Targeting and Drug Delivery Systems of the Ministry of Education, West China School of Pharmacy, and State Key Laboratory of Biotherapy, Sichuan University, Chengdu 610041, P. R. China. yongqin@scu.edu.cn danzhang@scu.edu.cn.
authors.forename: D
authors.initials: D
authors.lastname: Zhang
authors.affiliation: Key Laboratory of Drug Targeting and Drug Delivery Systems of the Ministry of Education, West China School of Pharmacy, and State Key Laboratory of Biotherapy, Sichuan University, Chengdu 610041, P. R. China. yongqin@scu.edu.cn danzhang@scu.edu.cn.
authors.forename: Lin-Feng
authors.initials: LF
authors.lastname: Deng
authors.affiliation: Key Laboratory of Drug Targeting and Drug Delivery Systems of the Ministry of Education, West China School of Pharmacy, and State Key Laboratory of Biotherapy, Sichuan University, Chengdu 610041, P. R. China. yongqin@scu.edu.cn danzhang@scu.edu.cn.
authors.forename: Y
authors.initials: Y
authors.lastname: Wang
authors.affiliation: Key Laboratory of Drug Targeting and Drug Delivery Systems of the Ministry of Education, West China School of Pharmacy, and State Key Laboratory of Biotherapy, Sichuan University, Chengdu 610041, P. R. China. yongqin@scu.edu.cn danzhang@scu.edu.cn.
authors.forename: Y
authors.initials: Y
authors.lastname: Qin
mesh_terms: D000577:Amides / Q000138:chemical synthesis*; D026121:Indole Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D007211:Indoles / Q000737:chemistry; D015394:Molecular Structure; D009387:Neoprene / Q000737:chemistry; D011758:Pyrroles / Q000737:chemistry*
chemical_list: D000577:Amides; D026121:Indole Alkaloids; D007211:Indoles; D011758:Pyrroles; C000609521:depyranoversicolamide B; C016077:prenyl; C057812:indoline; D009387:Neoprene