Total Synthesis and Determination of the Absolute Configuration of (-)-Idesolide

被引：22
|
作者：
Yamakoshi, Hiroyuki [1 ]
Shibuya, Masatoshi [1 ]
Tomizawa, Masaki [1 ]
Osada, Yuji [1 ]
Kanoh, Naoki [1 ]
Iwabuchi, Yoshiharu [1 ]
机构：
[1] Tohoku Univ, Grad Sch Pharmaceut Sci, Dept Organ Chem, Sendai, Miyagi 9808578, Japan
来源：
ORGANIC LETTERS | 2010年 / 12卷 / 05期
关键词：
ALKALOIDS; ALCOHOLS; DIMER;
D O I：
10.1021/ol9029676
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The first total synthesis of (-)-idesolide was achieved via organocatalytic, enantioselective oxidative kinetic resolution (OKR) using (1S,4S)-4-Bn-1-Bu-AZADOH- and AZADO-catalyzed dimerization of (S)-(-)-methyl 1-hydroxy-6-oxo-2-cyclohexenecarboxylate. The absolute configuration of (-)-idesolide is determined to be 2R,2'S,3aS,7aR.
引用
收藏
页码：980 / 983
页数：4
相关论文
共 50 条
  • [1] 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
  • [2] Total Synthesis and Determination of the Absolute Configuration of (-)-Dolabriferol
    Laclef, Sylvain
    Turks, Maris
    Vogel, Pierre
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (45) : 8525 - 8527
  • [3] Total synthesis and determination of the absolute configuration of rakicidin A
    Chen, Yue, 1600, American Chemical Society (136):
  • [4] Total Synthesis and Determination of the Absolute Configuration of Parimycin
    Hsu, Day-Shin
    Huang, Jiun-Yi
    ORGANIC LETTERS, 2019, 21 (18) : 7665 - 7668
  • [5] Total synthesis and determination of the absolute configuration of (+)-intricatetraol
    Morimoto, Yoshiki
    Okita, Tatsuya
    Takaishi, Mamoru
    Tanaka, Takeshi
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (07) : 1132 - 1135
  • [6] Total Synthesis and Determination of the Absolute Configuration of Vinylamycin
    Yang, Zhantao
    Yang, Guang
    Ma, Meiyan
    Li, Jiangnan
    Liu, Jianwei
    Wang, Jinghan
    Jiang, Shende
    Zhang, Quan
    Chen, Yue
    ORGANIC LETTERS, 2015, 17 (23) : 5725 - 5727
  • [7] Total synthesis and determination of the absolute configuration of (+)-neoisoprelaurefucin
    Lee, H
    Kim, H
    Baek, S
    Kim, S
    Kim, D
    TETRAHEDRON LETTERS, 2003, 44 (35) : 6609 - 6612
  • [8] Total Synthesis and Determination of the Absolute Configuration of (+)-Omaezakianol
    Morimoto, Yoshiki
    Okita, Tatsaya
    Kambara, Hitomi
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (14) : 2538 - 2541
  • [9] Total Synthesis and Determination of the Absolute Configuration of Rakicidin A
    Sang, Feng
    Li, Dongmei
    Sun, Xiaolong
    Cao, Xianqiang
    Wang, Liang
    Sun, Jianlei
    Sun, Bingxia
    Wu, Lingling
    Yang, Guang
    Chu, Xiaoqian
    Wang, Jinghan
    Dong, Changming
    Geng, Yan
    Jiang, Hong
    Long, Haibo
    Chen, Sijia
    Wang, Guiyan
    Zhang, Shuzhong
    Zhang, Quan
    Chen, Yue
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (44) : 15787 - 15791
  • [10] Total Synthesis and Determination of the Absolute Configuration of Berkeleylactone I
    Mandal, Sudip
    Mahananda, Dora
    Paladugu, Dileep
    Thirupathi, Barla
    JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (06): : 4165 - 4175
12345