Total synthesis of (+)-aspergillide C

被引：22
|
作者：
Kanematsu, Makoto [1 ]
Yoshida, Masahiro [1 ]
Shishido, Kozo [1 ]
机构：
[1] Univ Tokushima, Grad Sch Pharmaceut Sci, Tokushima 7708505, Japan
来源：
TETRAHEDRON LETTERS | 2011年 / 52卷 / 12期
关键词：
CYTOTOXIC 14-MEMBERED MACROLIDES; ENANTIOSELECTIVE TOTAL-SYNTHESIS; ASPERGILLIDE; EPOXIDES; GENERATION; OXIRANES;
D O I：
10.1016/j.tetlet.2011.01.078
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The enantioselective total synthesis of aspergillide C. a member of a novel class of 14-membered macro-lides isolated from the marine-derived fungus Aspergillus ostionus strain 01F313, has been accomplished employing a highly diastereoselective intramolecular oxy-Michael reaction as the key step. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1372 / 1374
页数：3
相关论文
共 50 条
  • [11] First asymmetric total synthesis of aspergillide D
    Jena, Bighnanshu K.
    Reddy, G. Sudhakar
    Mohapatra, Debendra K.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2017, 15 (08) : 1863 - 1871
  • [12] Studies towards the Total Synthesis of Aspergillide-B
    Bhavani, Kanugula
    GyanChander, Eppa
    Das, Saibal
    Yadav, Jhillu Singh
    CHEMISTRYSELECT, 2018, 3 (12): : 3391 - 3393
  • [13] De Novo Asymmetric Approach to Aspergillide-C: Synthesis of 4-epi-seco-Aspergillide-C
    Xing, Yalan
    O'Doherty, George A.
    CHEMISTRYSELECT, 2022, 7 (14):
  • [14] De novo asymmetric synthesis of aspergillide A-C
    Xing, Yalan
    O'Doherty, George A.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2009, 238
  • [15] Synthesis of aspergillide A from a synthetic intermediate of aspergillide B
    Nagasawa, Tomohiro
    Kuwahara, Shigefumi
    TETRAHEDRON LETTERS, 2010, 51 (05) : 875 - 877
  • [16] Stereodivergent Total Synthesis of (+)-Aspergillide B and (+)-7-epi-Aspergillide A (vol 2013, pg 578, 2013)
    Sridhar, Y.
    Srihari, P.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (07) : 1557 - 1557
  • [17] Total Synthesis of Aspergillide A and B Based on the Transannular Oxy-Michael Reaction
    Kanematsu, Makoto
    Yoshida, Masahiro
    Shishido, Kozo
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (11) : 2618 - 2620
  • [18] Enantioselective Synthesis of Aspergillide B
    Nagasawa, Tomohiro
    Kuwahara, Shigefumi
    BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2009, 73 (08) : 1893 - 1894
  • [19] Stereoselective formal synthesis of aspergillide A
    Sabitha, Gowravaram
    Reddy, D. Vasudeva
    Rao, A. Senkara
    Yadav, J. S.
    TETRAHEDRON LETTERS, 2010, 51 (32) : 4195 - 4198
  • [20] Efficient access to a dihydropyran-containing macrolide via a transannular oxy-Michael reaction: total synthesis of (+)-aspergillide C
    Kobayashi, Hisataka
    Kanematsu, Makoto
    Yoshida, Masahiro
    Shishido, Kozo
    CHEMICAL COMMUNICATIONS, 2011, 47 (26) : 7440 - 7442
12345