Asymmetric Total Synthesis of Stagonolide G

被引:11
|
作者
Ramesh, Dasari [1 ]
Rajaram, Singanaboina [1 ]
Prabhakar, Peddikotla [1 ]
Ramulu, Udugu [1 ]
Reddy, Dorigondla Kumar [1 ]
Venkateswarlu, Yenamandra [1 ]
机构
[1] Indian Inst Chem Technol, Nat Prod Lab, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, India
关键词
STEREOSELECTIVE TOTAL-SYNTHESIS; STAGONOSPORA-CIRSII; POTENTIAL MYCOHERBICIDE; ARVENSE;
D O I
10.1002/hlca.201000416
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A simple asymmetric total synthesis of stagonolide G (1) is described. Asymmetric dihydroxylation, regioselective epoxide ring opening, and vinyl Grignard reactions are involved in generating the stereogenic centers C(4) and C(8), followed by Grubbs-II-catalyzed ring-closing metathesis (RCM).
引用
收藏
页码:1226 / 1233
页数:8
相关论文
共 50 条
  • [41] Asymmetric total synthesis of (+)-desoxoprosophylline
    Yang, CF
    Xu, YM
    Liao, LX
    Zhou, WS
    TETRAHEDRON LETTERS, 1998, 39 (50) : 9227 - 9228
  • [42] Asymmetric total synthesis of (-)-rossinone A
    Saito, Katsuya
    Kurasawa, Kazuki
    Takino, Chiaki
    Kuwahara, Shigefumi
    Enomoto, Masaru
    TETRAHEDRON LETTERS, 2021, 84
  • [43] THE ASYMMETRIC TOTAL SYNTHESIS OF (+)-RETICULINE
    MEYERS, AI
    GUILES, J
    HETEROCYCLES, 1989, 28 (01) : 295 - 301
  • [44] Asymmetric Total Synthesis of MycoleptodiscinA
    Zhou, Shupeng
    Chen, Hao
    Luo, Yijie
    Zhang, Wenhao
    Li, Ang
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (23) : 6878 - 6882
  • [45] Asymmetric total synthesis of phomonol
    Gahalawat, Suraksha
    Pandey, Satyendra Kumar
    TETRAHEDRON LETTERS, 2017, 58 (30) : 2898 - 2900
  • [46] Asymmetric total synthesis of (-)-δ-lycorane
    Wang, Junliang
    Li, Jianneng
    Shen, Xianwang
    Dong, Cong
    Lin, Jun
    Wei, Kun
    ORGANIC CHEMISTRY FRONTIERS, 2017, 4 (06): : 1149 - 1152
  • [47] The asymmetric total synthesis of (-)-securinine
    Dhudshia, Bhartesh
    Cooper, Benjamin F. T.
    Macdonald, Charles L. B.
    Thadani, Avinash N.
    CHEMICAL COMMUNICATIONS, 2009, (04) : 463 - 465
  • [48] Asymmetric Total Synthesis of Havellockate
    Hafeman, Nicholas J.
    Chan, Melinda
    Fulton, Tyler J.
    Alexy, Eric J.
    Loskot, Steven A.
    Virgil, Scott. C.
    Stoltz, Brian M.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2022, 144 (44) : 20232 - 20236
  • [49] Asymmetric total synthesis of rhinacanthin A
    Kimachi, Tetsutaro
    Torii, Eri
    Ishimoto, Rina
    Sakue, Ayako
    Ju-ichi, Motoharu
    TETRAHEDRON-ASYMMETRY, 2009, 20 (14) : 1683 - 1689
  • [50] Asymmetric total synthesis of (-)-quinocarcin
    Wu, Yan-Chao
    Liron, Melanie
    Zhu, Jieping
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (22) : 7148 - 7152