General approach for the synthesis of indole alkaloids via the asymmetric Pictet-Spengler reaction: First enantiospecific total synthesis of (-)-corynantheidine as well as the enantiospecific total synthesis of (-)-corynantheidol, (-)-geissoschizol, and (+)-geissoschizine

被引：97
作者：
Yu, S [1 ]
Berner, OM [1 ]
Cook, JM [1 ]
机构：
[1] Univ Wisconsin, Dept Chem, Milwaukee, WI 53211 USA
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2000年 / 122卷 / 32期
关键词：
D O I：
10.1021/ja0016553
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
引用
收藏
页码：7827 / 7828
页数：2
相关论文
共 50 条
  • [31] INFLUENTIAL FACTORS OF PICTET-SPENGLER REACTION IN TOTAL SYNTHESIS OF CANTHIN-6-ONE
    Nuddin, Julenah Ag
    Azib, Nur Aini
    Adam, Aishah
    Hamzah, Ahmad Sazali
    JURNAL TEKNOLOGI, 2015, 77 (02):
  • [32] Asymmetric Total Synthesis of (-)-Arborisidine and (-)-19-epi-Arborisidine Enabled by a Catalytic Enantioselective Pictet-Spengler Reaction
    Andres, Remi
    Wang, Qian
    Zhu, Jieping
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (33) : 14276 - 14285
  • [33] The first enantiospecific total synthesis of the 3-oxygenated sarpagine indole alkaloids affinine and 16-epiaffinine
    Yang, Jie
    Rallapalli, Sundari K.
    Cook, James M.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2009, 238
  • [34] GENERAL-APPROACH FOR THE SYNTHESIS OF AJMALINE-RELATED ALKALOIDS - ENANTIOSPECIFIC TOTAL SYNTHESIS OF (-)-SUAVEOLINE, (-)-RAUMACLINE, AND (-)-NB-METHYLRAUMACLINE
    FU, XY
    COOK, JM
    JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (03) : 661 - 672
  • [35] Rapid Total Synthesis of Iheyamine A via a Pictet-Spengler/Redox- Mediated Cyclization Cascade
    Wu, Ya
    Wang, Ming
    Xu, Mei
    Liu, Sheng
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (07) : 4814 - 4817
  • [36] USE OF THE KINETICALLY CONTROLLED PICTET-SPENGLER REACTION IN THE ASYMMETRIC-SYNTHESIS OF INDOLE ALKALOIDS - FORMAL SYNTHESES OF (-)-AJMALINE, (-)-KOUMINE, (-)-TABERPSYCHINE, (-)-KOUMIDINE AND (-)-SUAVOLINE
    BAILEY, PD
    MCLAY, NR
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1993, (04): : 441 - 449
  • [37] Enantiospecific Total Synthesis of the Hapalindoles, Fischerindoles, and Welwitindolinones via a Redox Economic Approach
    Richter, Jeremy M.
    Ishihara, Yoshihiro
    Masuda, Takeshi
    Whitefield, Brandon W.
    Llamas, Tomas
    Pohjakallio, Antti
    Baran, Phil S.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (52) : 17938 - 17954
  • [38] Enantiospecific total synthesis of the hapalindoles, fischerindoles, and welwitindolinones via a redox economic approach
    Richter, Jeremy M.
    Ishihara, Yoshihiro
    Masuda, Takeshi
    Whitefield, Brandon W.
    Llamas, Tomás
    Pohjakallio, Antti
    Baran, Phil S.
    Journal of the American Chemical Society, 2008, 130 (52): : 17938 - 17954
  • [39] General approach to the total synthesis of macroline/sarpagine indole alkaloids as well as their enantiomers.
    Liu, XX
    Cook, JM
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 221 : U199 - U199
  • [40] First enantiospecific total synthesis of macrosalhine chloride (4) and progress toward the synthesis of macroline-related indole alkaloids macrocarpine A, B, and C will be presented
    Rahman, Md Toufiqur
    Jahan, Rajwana
    Edwankar, Rahul
    Deschamps, Jaffrey
    Cook, James
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 249
12345