title: Formal Synthesis of (+)-Kopsihainanine A and Synthetic Study toward (+)-Limaspermidine.
abstract: The formal synthesis of (+)-kopsihainanine A has been achieved via stereoselective reduction of tetracyclic iminium ion intermediates (24). However, attempts to synthesize (+)-limaspermidine by reduction of the same tetracyclic iminium ion intermediates have failed. The synthesis features a Suzuki cross-coupling reaction, a cyclization reaction mediated by trifluoromethanesulfonic anhydride, and stereoselective reduction of an iminium ion.
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University , 38 Xueyuan Road, Beijing 100191, China.
authors.forename: Zhuang
authors.initials: Z
authors.lastname: Chen
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University , 38 Xueyuan Road, Beijing 100191, China.
authors.forename: Shiqiang
authors.initials: S
authors.lastname: Zhou
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University , 38 Xueyuan Road, Beijing 100191, China.|State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , Shanghai 200032, China.
authors.forename: Yanxing
authors.initials: Y
authors.lastname: Jia
mesh_terms: D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D026121:Indole Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D006576:Heterocyclic Compounds, 4 or More Rings; D026121:Indole Alkaloids; C562138:kopsihainanine A; C579383:limaspermidine