Concise Total Synthesis of Acortatarin A

被引:15
|
作者
Teranishi, Takaaki [1 ]
Kageyama, Masayuki [1 ]
Kuwahara, Shigefumi [1 ]
机构
[1] Tohoku Univ, Lab Appl Bioorgan Chem, Grad Sch Agr Sci, Aoba Ku, Sendai, Miyagi 9818555, Japan
关键词
acortatarin; spiro acetal; reactive oxygen species; N-alkylation;
D O I
10.1271/bbb.120862
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The spirocyclic pyrrole alkaloid, acortatarin A, which had been isolated from a Chinese medicinal plant, was synthesized from a known olefinic compound by a concise six-step sequence involving N-alkylation of a pyrrole derivative with an a-bromo ketone intermediate as the key step.
引用
收藏
页码:676 / 678
页数:3
相关论文
共 50 条
  • [1] Total Synthesis of Acortatarin A Using a Pd(II)-Catalyzed Spiroketalization Strategy
    Borrero, Nicholas V.
    Aponick, Aaron
    JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (19): : 8410 - 8416
  • [2] A concise synthesis of (±) and a total synthesis of (+)-epiquinamide
    Tong, Sok Teng
    Barker, David
    TETRAHEDRON LETTERS, 2006, 47 (29) : 5017 - 5020
  • [3] Concise Total Synthesis of (+)-Lyconadin A
    Nishimura, Takuya
    Unni, Aditya K.
    Yokoshima, Satoshi
    Fukuyama, Tohru
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (03) : 418 - 419
  • [4] A concise total synthesis of salinosporamide A
    Mulholland, Nicholas P.
    Pattenden, Gerald
    Walters, Iain A. S.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2006, 4 (15) : 2845 - 2846
  • [5] Concise Total Synthesis of Peyssonnoside A
    Chesnokov, Gleb A.
    Gademann, Karl
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2021, 143 (35) : 14083 - 14088
  • [6] A concise total synthesis of triptolide
    Yang, D
    Ye, XY
    Xu, H
    Pang, KW
    Zou, N
    Letcher, RM
    JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (19): : 6446 - 6447
  • [7] Concise Total Synthesis of Vicenistatin
    Fukuda, Hayato
    Nakamura, Shiina
    Eguchi, Tadashi
    Iwabuchi, Yoshiharu
    Kanoh, Naoki
    SYNLETT, 2010, (17) : 2589 - 2592
  • [8] Concise total synthesis of (±)-maritidine
    Bru, C
    Thal, C
    Guillou, C
    ORGANIC LETTERS, 2003, 5 (11) : 1845 - 1846
  • [9] Concise total synthesis of (±)-serotobenine
    Liang, Kangjiang
    Wu, Ting
    Xia, Chengfeng
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (20) : 4690 - 4696
  • [10] Concise total synthesis of (±)-Dibromoagelaspongin
    Hale, Robert D.
    Mcdonald, David M.
    Spiegel, David A.
    TETRAHEDRON, 2023, 148