Studies towards the total synthesis of (-)-callystatin A

被引:10
|
作者
Yadav, J. S. [1 ]
Yadagiri, K. [1 ]
Madhuri, Ch. [1 ]
Sabitha, G. [1 ]
机构
[1] Indian Inst Chem Technol, CSIR, Div Organ Chem, Hyderabad 500607, Andhra Pradesh, India
关键词
(-)-Callystatin A; Desymmetrization; Wadsworth-Emmons reaction; Cross-metathesis; POTENT CYTOTOXIC POLYKETIDE; ASYMMETRIC TOTAL-SYNTHESIS; MARINE SPONGE; CALLYSTATIN-A; PARTICIPATION; PART;
D O I
10.1016/j.tetlet.2011.05.151
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of C-1-C-12 and C-13-C-22 fragments of (-)-callystatin A is accomplished employing desymmetrization strategy for the creation of five chiral centers of the polypropionate fragment and application of cross-metathesis (CM) reaction for the first time for this molecule. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4269 / 4272
页数:4
相关论文
共 50 条
  • [1] Total synthesis of (-)-callystatin A
    Marshall, JA
    Bourbeau, MP
    JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (09): : 2751 - 2754
  • [2] Total synthesis of (-)-callystatin A
    Smith, AB
    Brandt, BM
    ORGANIC LETTERS, 2001, 3 (11) : 1685 - 1688
  • [3] The total synthesis of (-)-callystatin A
    Kalesse, M
    Chary, KP
    Quitschalle, M
    Burzlaff, A
    Kasper, C
    Scheper, T
    CHEMISTRY-A EUROPEAN JOURNAL, 2003, 9 (05) : 1129 - 1136
  • [4] Studies directed toward the total synthesis of callystatin A.
    Langille, NF
    Panek, JS
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2002, 224 : U253 - U253
  • [5] Total synthesis of (-)-callystatin A
    Langille, NF
    Panek, JS
    ORGANIC LETTERS, 2004, 6 (18) : 3203 - 3206
  • [6] Total synthesis of (-)-callystatin A
    Kalesse, M
    Quitschalle, M
    Khandavalli, CP
    Saeed, A
    ORGANIC LETTERS, 2001, 3 (20) : 3107 - 3109
  • [7] Synthetic studies toward the total synthesis of callystatin A.
    Enders, D
    Job, A
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 221 : U188 - U188
  • [8] Asymmetric total synthesis of (-)-callystatin A.
    Crimmins, MT
    King, BW
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1998, 216 : U503 - U503
  • [9] Total synthesis of the potent antitumor polyketide (-)-callystatin A
    Dias, LC
    Meira, PRR
    JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (12): : 4762 - 4773
  • [10] Asymmetric total synthesis of (-)-callystatin A and (-)-20-epi-callystatin A employing chemical and biological methods
    Enders, D
    Vicario, JL
    Job, A
    Wolberg, M
    Müller, M
    CHEMISTRY-A EUROPEAN JOURNAL, 2002, 8 (18) : 4272 - 4284