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
  • [21] Formal Total Synthesis of (±)-Estrone via the Furano Diene Approach
    Xue, Ya-Ping
    Li, Wei-Dong Z.
    JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (01) : 57 - 64
  • [22] A Formal Synthesis of (±)-Arborisidine
    Huo, Liang
    Yang, Yunxia
    Gao, Xiaofei
    Chen, Wei
    She, Xuegong
    Cao, Xiao-Ping
    ORGANIC LETTERS, 2024, 26 (18) : 3801 - 3805
  • [23] Asymmetric total synthesis of norzoanthamine and formal synthesis of zoanthenol
    Chen, Yanyu
    Xin, Zhengyuan
    Wang, Hui
    He, Haibing
    Gao, Shuanhu
    ORGANIC CHEMISTRY FRONTIERS, 2023, 10 (03): : 651 - 660
  • [24] Asymmetric total synthesis of (+)-isocryptotanshinone and formal synthesis of (-)-cryptotanshinone
    Shi, Xiang
    Liu, Xiaoyu
    Yang, Feilong
    Wang, Yong
    Wang, Zhenwei
    Jiao, Xiaozhen
    Xie, Ping
    TETRAHEDRON, 2019, 75 (30) : 3962 - 3967
  • [25] Asymmetric Total Synthesis of (-)-Aspidophylline A
    Wang, Taimin
    Duan, Xiaoguang
    Zhao, Hua
    Zhai, Shengxian
    Tao, Cheng
    Wang, Huifei
    Li, Yun
    Cheng, Bin
    Zhai, Hongbin
    ORGANIC LETTERS, 2017, 19 (07) : 1650 - 1653
  • [26] A Formal Total Synthesis of Fostriecin by a Convergent Approach
    Li, Deyao
    Zhao, Yu
    Ye, Liu
    Chen, Chaonan
    Zhang, Jiancun
    SYNTHESIS-STUTTGART, 2010, (19): : 3325 - 3331
  • [27] Enantioselective formal total synthesis of dihydrospirotryprostatin B
    Peng, Tian-Feng
    Liu, Peng
    Guo, Yu-Xin
    Chen, Meng-Hua
    Tong, Man-Ting
    Peng, Deng-Xian
    Yang, Zhen-Ting
    Zhao, Rou
    Shen, Xiang
    Liu, Jian-Jun
    Cheng, Fei-Xiang
    Shen, Xian-Fu
    JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 2024, 26 (10) : 1175 - 1191
  • [28] Highly facile approach to the formal total synthesis of camptothecin
    Wei, Changqing
    Jiang, Zhihui
    Tian, Shujuan
    Zhang, Dazhi
    TETRAHEDRON LETTERS, 2013, 54 (34) : 4515 - 4517
  • [29] Stereocontrolled Synthesis of a Possible Stereoisomer of Laurenidificin and a Formal Total Synthesis of (+)-Aplysiallene Featuring a Stereospecific Ring Contraction
    Kobayashi, Shoji
    Yokoi, Taiki
    Inoue, Tomoharu
    Hori, Yutaka
    Saka, Tomoaki
    Shimomura, Taiki
    Masuyama, Araki
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (04) : 1484 - 1498
  • [30] Formal total synthesis of (±)-bisabolangelone by using a radical cyclization
    Cossy, J
    Bellosta, V
    Gille, B
    COMPTES RENDUS DE L ACADEMIE DES SCIENCES SERIE II FASCICULE C-CHIMIE, 2001, 4 (06): : 427 - 429