The first synthesis of the anhydrophytosphingosine pachastrissamine (jaspine B) from Garner's aldehyde

被引:64
|
作者
Sudhakar, N
Kumar, AR
Prabhakar, A
Jagadeesh, B
Rao, BV [1 ]
机构
[1] Indian Inst Chem Technol, Div Organ Chem 3, Hyderabad 500007, Andhra Pradesh, India
[2] Indian Inst Chem Technol, Nucl Magnet Resonance Div, Hyderabad 500007, Andhra Pradesh, India
关键词
Griguard reaction; cyclization; pachastrissamine (jaspine B);
D O I
10.1016/j.tetlet.2004.11.035
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of the natural anhydrophytosphingosine pachastrissamine (jaspine B) 1a front Garner's aldehyde is described. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:325 / 327
页数:3
相关论文
共 50 条
  • [1] Stereoselective synthesis of cytotoxic anhydrophytosphingosine pachastrissamine [Jaspine B]
    Prasad, Kavirayani R.
    Chandrakumar, Appayee
    JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (16): : 6312 - 6315
  • [2] Total Synthesis of the Cytotoxic Anhydrophytosphingosine Pachastrissamine (Jaspine B)
    Dhand, Vijay
    Chang, Stanley
    Britton, Robert
    JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (16): : 8208 - 8213
  • [3] Total synthesis of cytotoxic anhydrophytosphingosine pachastrissamine (Jaspine B)
    Bhaket, P
    Morris, K
    Stauffer, CS
    Datta, A
    ORGANIC LETTERS, 2005, 7 (05) : 875 - 876
  • [4] Stereoselective synthesis of cytotoxic anhydrophytosphingosine pachastrissamine (Jaspine B) from D-xylose
    Du, YG
    Liu, J
    Linhardt, RJ
    JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (03): : 1251 - 1253
  • [5] Total Synthesis and Structure-Activity Relationship Studies of the Cytotoxic Anhydrophytosphingosine Jaspine B (Pachastrissamine)
    Pashikanti, Srinath
    Ukani, Rehnman
    David, Sunil A.
    Datta, Apurba
    SYNTHESIS-STUTTGART, 2017, 49 (09): : 2088 - 2100
  • [6] Stereoselective synthesis of pachastrissamine (jaspine B)
    Ribes, Celia
    Falomir, Eva
    Carda, Miguel
    Marco, J. A.
    TETRAHEDRON, 2006, 62 (23) : 5421 - 5425
  • [7] Stereoselective synthesis of Jaspine B and its C2 epimer from Garner aldehyde
    Jana, Amit Kumar
    Panda, Gautam
    RSC ADVANCES, 2013, 3 (37) : 16795 - 16801
  • [8] Stereoselective total synthesis of pachastrissamine (jaspine B)
    Passiniemi, Mikko
    Koskinen, Ari M. P.
    TETRAHEDRON LETTERS, 2008, 49 (06) : 980 - 983
  • [9] Total synthesis of pachastrissamine (jaspine B) enantiomers from D-glucose
    Ramana, C. V.
    Giri, Awadut G.
    Suryawanshi, Sharad B.
    Gonnade, Rajesh G.
    TETRAHEDRON LETTERS, 2007, 48 (02) : 265 - 268
  • [10] Jaspine B (pachastrissamine) and 2-epi-jaspine B:: synthesis and structural assignment
    Abraham, Elin
    Davies, Stephen G.
    Roberts, Paul M.
    Russell, Angela J.
    Thomson, James E.
    TETRAHEDRON-ASYMMETRY, 2008, 19 (09) : 1027 - 1047