Total synthesis and absolute configuration of nocardioazine B

被引:41
|
作者
Wang, Mingzhong [1 ]
Feng, Xiangyang [1 ,2 ]
Cai, Liangzhen [2 ]
Xu, Zhengshuang [1 ,3 ]
Ye, Tao [1 ,3 ]
机构
[1] Univ Town Shenzhen, Peking Univ Shenzhen Grad Sch, Lab Chem Genom, Shenzhen 518055, Peoples R China
[2] E China Univ Sci & Technol, Sch Chem & Mol Engn, Shanghai 200237, Peoples R China
[3] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Kowloon, Hong Kong, Peoples R China
关键词
INDOLE ALKALOID ANALOGS; STEREOCONTROLLED SYNTHESIS; TRYPTOPHAN; REASSIGNMENT; CHEMISTRY;
D O I
10.1039/c2cc31025b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first total synthesis of the indole alkaloid nocardioazine B was accomplished in 10 steps with an overall yield of 11.8%, establishing the absolute stereochemistry of the natural product.
引用
收藏
页码:4344 / 4346
页数:3
相关论文
共 50 条
  • [21] The absolute configuration and total synthesis of korormicin
    Uehara, H
    Oishi, T
    Yoshikawa, K
    Mochida, K
    Hirama, M
    TETRAHEDRON LETTERS, 1999, 40 (49) : 8641 - 8645
  • [22] Vanchrobactin:: absolute configuration and total synthesis
    Soengas, Raquel G.
    Anta, Cristina
    Espada, Alfonso
    Nieto, Rosa M.
    Larrosa, Marta
    Rodriguez, Jaime
    Jimenez, Carlos
    TETRAHEDRON LETTERS, 2007, 48 (17) : 3021 - 3024
  • [23] The first total synthesis of xenitorins B and C: assignment of absolute configuration
    Chang, Wen-Sheng
    Shia, Kak-Shan
    Liu, Hsing-Jang
    Ly, Tai Wei
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2006, 4 (20) : 3751 - 3753
  • [24] The first total synthesis and determination of the absolute configuration of chapecoderin A, B and C
    Hagiwara, H
    Takeuchi, F
    Nozawa, M
    Hoshi, T
    Suzuki, T
    TETRAHEDRON, 2004, 60 (09) : 1983 - 1989
  • [25] Total synthesis and absolute configuration of simpotentin, a potentiator of amphotericin B activity
    Ohtawa, Masaki
    Uchida, Ryuji
    Tomoda, Hiroshi
    Nagamitsu, Tohru
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2019, 258
  • [26] Total Synthesis and Absolute Configuration of Simpotentin, a Potentiator of Amphotericin B Activity
    Ohtawa, Masaki
    Shimizu, Eri
    Saito, Atsushi
    Sakamoto, Sayuri
    Waki, Ai
    Kondo, Ariko
    Yagi, Akiho
    Uchida, Ryuji
    Tomoda, Hiroshi
    Nagamitsu, Tohru
    ORGANIC LETTERS, 2019, 21 (14) : 5596 - 5599
  • [27] Total Synthesis and Absolute Configuration of the Bisanthraquinone Antibiotic BE-43472B
    Nicolaou, K. C.
    Lim, Yee Hwee
    Becker, Jochen
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (19) : 3444 - 3448
  • [28] A Carbohydrate Based Total Synthesis of Xestodecalactone B and C: Revision of the Absolute Configuration
    Pal, Rita
    Rahaman, Hasibur
    Gurjar, Mukund K.
    CURRENT ORGANIC CHEMISTRY, 2012, 16 (09) : 1159 - 1168
  • [29] Total Synthesis of (+)-Perophoramidine and Determination of the Absolute Configuration
    Wu, Haoxing
    Xue, Fei
    Xiao, Xue
    Qin, Yong
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (40) : 14052 - 14054
  • [30] Total Synthesis and Determination of the Absolute Configuration of Guadinomines B and C2
    Hirose, Tomoyasu
    Sunazuka, Toshiaki
    Tsuchiya, Satoshi
    Tanaka, Toshiaki
    Kojima, Yasuhiro
    Mori, Ryuma
    Iwatsuki, Masato
    Omura, Satoshi
    CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (27) : 8220 - 8238