FORMAL TOTAL SYNTHESIS OF (±)-STRICTAMINE

被引:6
|
作者
Sato, Keigo [1 ]
Takanashi, Noriyuki [1 ]
Kogure, Noriyuki [1 ]
Kitajima, Mariko [1 ]
Takayama, Hiromitsu [1 ]
机构
[1] Chiba Univ, Grad Sch Pharmaceut Sci, Lab Biofunct Mol Chem, Chuo Ku, 1-8-1 Inohana, Chiba 2608675, Japan
基金
日本学术振兴会;
关键词
ASYMMETRIC TOTAL-SYNTHESIS; AKUAMMILINE ALKALOIDS; INDOLE ALKALOIDS; STRICTAMINE; ECHITAMINE; CONSTRUCTION; REARRANGEMENT; SCHOLARISINE; CYCLIZATION; FRAMEWORK;
D O I
10.3987/COM-18-S(T)24
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A formal total synthesis of an alcuammiline-type indole alkaloid, (+/-)-strictamine, which features ozonolysis, the Staudinger reaction, and the aza-Wittig reaction to construct its D-ring, is reported.
引用
收藏
页码:365 / 382
页数:18
相关论文
共 50 条
  • [31] A formal total synthesis of (±)-1,13-herbertenediol
    Srikrishna, A
    Rao, MS
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2004, 2004 (03) : 499 - 503
  • [32] Total Synthesis of Dictyodendrins B and E, and Formal Synthesis of Dictyodendrin C
    Tao, Pengyu
    Liang, Jingjing
    Jia, Yanxing
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (26) : 5735 - 5748
  • [33] Synthesis of Dehydro-Dephospho-Fostriecin and Formal Total Synthesis of Fostriecin
    Gao, Dong
    Li, Bohui
    O'Doherty, George A.
    ORGANIC LETTERS, 2019, 21 (20) : 8334 - 8338
  • [34] Total Synthesis of Luteoalbusin A and Formal Synthesis of T988 C
    Wang, Lushun
    Jia, Xuelei
    Lei, Honghui
    Xu, Zhengshuang
    Ye, Tao
    SYNLETT, 2018, 29 (05) : 613 - 616
  • [35] Skeletal Rearrangements as Strategies for the Total Syntheses of Indole Alkaloids
    Xie, Xiaoni
    Zu, Liansuo
    SYNLETT, 2018, 29 (08) : 1008 - 1013
  • [36] Enantioselective Total Synthesis of Desbromoarborescidines A-C and the Formal Synthesis of (S)-Deplancheine
    Mondal, Pravat
    Argade, Narshinha P.
    JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (13) : 6802 - 6808
  • [37] Catalytic Selective Cyclizations of Aminocyclopropanes: Formal Synthesis of Aspidospermidine and Total Synthesis of Goniomitine
    De Simone, Filippo
    Gertsch, Juerg
    Waser, Jerome
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (33) : 5767 - 5770
  • [38] Catalytic asymmetric formal total synthesis of (+)-dichroanone and (+)-taiwaniaquinone H
    Li, Liang-Qun
    Li, Ming-Ming
    Chen, Dong
    Liu, Hao-Miao
    Geng, Hui-Chun
    Lin, Jun
    Qin, Hong-Bo
    TETRAHEDRON LETTERS, 2014, 55 (43) : 5960 - 5962
  • [39] Total Synthesis of (±)-Aspidophylline A
    Ren, Weiwu
    Wang, Qian
    Zhu, Jieping
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (07) : 1818 - 1821
  • [40] Total Synthesis of Talatisamine
    Kamakura, Daiki
    Todoroki, Hidenori
    Urabe, Daisuke
    Hagiwara, Koichi
    Inoue, Masayuki
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (01) : 479 - 486