Synthesis of the furanosteroidal antibiotic viridin

被引：106
作者：
Anderson, EA
Alexanian, EJ
Sorensen, EJ
机构：
[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
[2] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
[3] Princeton Univ, Dept Chem, Princeton, NJ 08544 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2004年 / 43卷 / 15期
关键词：
cyclotrimerization; dihydroxylation; electrocyclic reactions; inhibitors; natural products;
D O I：
10.1002/anie.200353129
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A rhodium-catalyzed alkyne cyclotrimerization, domino electrocyclic reactions, and a hydroxy-directed dihydroxylation are key steps in an efficient synthesis of the bioactive furanosteroid viridin (1) from a simple acyclic triyne.
引用
收藏
页码：1998 / 2001
页数：4
相关论文
共 50 条
  • [21] Parallel Solution-Phase Synthesis and General Biological Activity of a Uridine Antibiotic Analog Library
    Moukha-Chafiq, Omar
    Reynolds, Robert C.
    ACS COMBINATORIAL SCIENCE, 2014, 16 (05) : 232 - 237
  • [22] Total synthesis of the saticyldehydroproline-containing antibiotic promysalin
    Kaduskar, Rahul D.
    Dhavan, Atul A.
    Dallavalle, Sabrina
    Scaglioni, Leonardo
    Musso, Loana
    TETRAHEDRON, 2016, 72 (16) : 2034 - 2041
  • [23] Synthesis of the structure proposed for the natural allenic antibiotic scorodonin
    Jian, Ya-Jun
    Wu, Yikang
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2010, 8 (08) : 1905 - 1909
  • [24] STEREOSELECTIVE FORMAL TOTAL SYNTHESIS OF NOVEL ANTIBIOTIC (-)-CENTROLOBINE
    Mohapatra, Debendra K.
    Pal, Rita
    Rahaman, Hasibur
    Gurjar, Mukund K.
    HETEROCYCLES, 2010, 80 (01) : 219 - 227
  • [25] Synthesis of functionalized cyclopentane for pactamycin, a potent antitumor antibiotic
    Tsujimoto, T
    Nishikawa, T
    Urabe, D
    Isobe, M
    SYNLETT, 2005, (03) : 433 - 436
  • [26] Harnessing biocatalysis as a green tool in antibiotic synthesis and discovery
    Fernandes, Guilherme F. S.
    Kim, Seong-Heun
    Castagnolo, Daniele
    RSC ADVANCES, 2024, 14 (41) : 30396 - 30410
  • [27] Synthesis and bioactivity of analogues of the marine antibiotic tropodithietic acid
    Rabe, Patrick
    Klapschinski, Tim A.
    Brock, Nelson L.
    Citron, Christian A.
    D'Alvise, Paul
    Gram, Lone
    Dickschat, Jeroen S.
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2014, 10 : 1796 - 1801
  • [28] A novel total synthesis of antibiotic carbazole alkaloid carbazomycin G
    Hagiwara, H
    Choshi, T
    Fujimoto, H
    Sugino, E
    Hibino, S
    TETRAHEDRON, 2000, 56 (32) : 5807 - 5811
  • [29] An RCM-Based Total Synthesis of the Antibiotic Disciformycin B
    Waser, Philipp
    Altmann, Karl-Heinz
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (40) : 17393 - 17397
  • [30] Synthesis of Clarithromycin, a Macrolide Antibiotic, and Development of the Next Generation Macrolides
    Tanikawa, Tetsuya
    Kashimura, Masato
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2010, 68 (05) : 522 - 533
12345