Convergent synthesis of the F-K ring segment of brevetoxin B

被引：7
|
作者：
Kadota, I [1 ]
Nishina, N
Nishii, H
Kikuchi, S
Yamamoto, Y
机构：
[1] Tohoku Univ, Inst Multidisciplinary Res Adv Mat, Res Ctr Sustainable Mat Engn, Sendai, Miyagi 9808578, Japan
[2] Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
来源：
TETRAHEDRON LETTERS | 2003年 / 44卷 / 43期
关键词：
brevetoxin B; polycyclic ethers; convergent synthesis;
D O I：
10.1016/j.tetlet.2003.09.003
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A convergent synthesis of the F-K ring segment of brevetoxin B has been achieved via the intramolecular allylation of an alpha-chloroacetoxy ether and subsequent ring-closing metathesis. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码：7929 / 7932
页数：4
相关论文
共 41 条
  • [21] IMPROVDED SYNTHESIS OF THE A-E RING SEGMENT OF CIGUATOXIN CTX3C
    Shiroma, Kengo
    Asakura, Hiroki
    Tanaka, Tokihiro
    Takamura, Hiroyoshi
    Kadota, Isao
    HETEROCYCLES, 2014, 88 (02) : 969 - 973
  • [22] Toward a total synthesis of amphidinolide N: convergent synthesis of the C1-C13 segment
    Toyoshima, Atsushi
    Sasaki, Makoto
    TETRAHEDRON LETTERS, 2016, 57 (31) : 3532 - 3534
  • [23] Formal total synthesis of hemibrevetoxin B by a convergent strategy
    Fujiwara, K
    Sato, D
    Watanabe, M
    Morishita, H
    Murai, A
    Kawai, H
    Suzuki, T
    TETRAHEDRON LETTERS, 2004, 45 (27) : 5243 - 5246
  • [24] Convergent Synthesis of the HIJKLM Ring System of Ciguatoxin CTX3C
    Takamura, Hiroyoshi
    Nishiuma, Naoki
    Abe, Takashi
    Kadota, Isao
    ORGANIC LETTERS, 2011, 13 (17) : 4704 - 4707
  • [25] Studies toward the total synthesis of gambieric acids, potent antifungal polycyclic ethers: convergent synthesis of a fully elaborated GHIJ-ring fragment
    Tsubone, Koichi
    Hashizume, Keisuke
    Fuwa, Haruhiko
    Sasaki, Makoto
    TETRAHEDRON, 2011, 67 (35) : 6600 - 6615
  • [26] Convergent synthesis of the ABCDE-ring part of ciguatoxin CTX3C
    Fujiwara, K
    Goto, A
    Sato, D
    Ohtaniuchi, Y
    Tanaka, H
    Murai, A
    Kawai, H
    Suzuki, T
    TETRAHEDRON LETTERS, 2004, 45 (38) : 7011 - 7014
  • [27] Improved Synthesis of the A-E Ring Segment of Ciguatoxin CTX3C by Using Intramolecular Allylations
    Tanaka, Tokihiro
    Asakura, Hiroki
    Fujiwara, Rie
    Kumamoto, Kentaro
    Izuka, Hiroaki
    Shiroma, Kengo
    Takamura, Hiroyoshi
    Kadota, Isao
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2018, 91 (04) : 507 - 514
  • [28] A cross-metathesis approach to the stereocontrolled synthesis of the AB ring segment of ciguatoxin
    Kadota, Isao
    Abe, Takashi
    Uni, Miyuki
    Takamura, Hiroyoshi
    Yamamoto, Yoshinori
    TETRAHEDRON LETTERS, 2008, 49 (22) : 3643 - 3647
  • [29] Convergent Synthesis of Antitumor Aplysiatoxin Derivatives Based on a Combination of Ring-Closing and Cross Metathesis
    Aoki, Mako
    Takarada, Hiroto
    Maki, Jumpei
    Kobayashi, Takumi
    Tsukano, Chihiro
    Irie, Kazuhiro
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2025, 28 (03)
  • [30] Studies toward the total synthesis of gambieric acids: convergent synthesis of the GHIJ-ring fragment having a side chain
    Tsubone, Koichi
    Hashizume, Keisuke
    Fuwa, Haruhiko
    Sasaki, Makoto
    TETRAHEDRON LETTERS, 2011, 52 (04) : 548 - 551
12345