Synthesis and conformational analysis of macrocycles related to 10-oxa-epothilone

被引：5
|
作者：
Quintard, D
Bertrand, P
Bachmann, C
Gesson, JP
机构：
[1] Univ Poitiers, UMR 6514, F-86022 Poitiers, France
[2] CNRS, F-86022 Poitiers, France
[3] Univ Poitiers, UMR 6503, F-86022 Poitiers, France
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 2004卷 / 23期
关键词：
aldolisation; epothilone; macrocycles; ring-closing metathesis;
D O I：
10.1002/ejoc.200400212
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A short and convergent synthesis of macrocyclic factories related to 10-oxa-epothilone is based on aldolisation of a 3-(2'-methylallyloxy) aldehyde derived from methyl (2S)-3-hydroxy-2-methylpropionate followed by ring-closing metathesis. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)
引用
收藏
页码：4762 / 4770
页数：9
相关论文
共 50 条
  • [31] SYNTHESIS OF 10-OXA-2(3)-HOMODIAMANTANE AND 11-OXA-2(3)-HOMODIAMANTANE
    YANKU, I
    GOLOVANYUK, AN
    TSYBULSKII, AV
    VODICHKA, L
    YURCHENKO, AG
    ISAEV, SD
    ZHURNAL ORGANICHESKOI KHIMII, 1990, 26 (06): : 1366 - 1368
  • [32] Synthesis and Conformational Analysis of 10-Mesitylanthracene-1,8-diyl Oligomers
    Toyota, Shinji
    Saibara, Toyoaki
    Fujise, Kei
    Oki, Tomohiro
    Iwanaga, Tetsuo
    SYNLETT, 2018, 29 (16) : 2137 - 2140
  • [33] Cyclic arylopeptoid oligomers: synthesis and conformational propensities of peptide-mimetic aromatic macrocycles
    Hayakawa, Masahide
    Ohsawa, Ayaka
    Takeda, Kumi
    Torii, Ryo
    Kitamura, Yoshiaki
    Katagiri, Hiroshi
    Ikeda, Masato
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2018, 16 (44) : 8505 - 8512
  • [34] Synthesis of Aza-, Oxa-, and Thiaporphyrins and Related Compounds
    Matano, Yoshihiro
    CHEMICAL REVIEWS, 2017, 117 (04) : 3138 - 3191
  • [35] Synthesis, conformational analysis, and biological activity of C-thioribonucleosides related to tiazofurin
    Franchetti, P
    Marchetti, S
    Cappellacci, L
    Jayaram, HN
    Yalowitz, JA
    Goldstein, BM
    Barascut, JL
    Dukhan, D
    Imbach, JL
    Grifantini, M
    JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (07) : 1264 - 1270
  • [36] Diazocinones: Synthesis and conformational analysis
    Robins, LI
    Carpenter, RD
    Fettinger, JC
    Haddadin, MJ
    Tinti, DS
    Kurth, MJ
    JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (06): : 2480 - 2485
  • [37] Synthesis and Conformational Analysis of Efrapeptins
    Weigelt, Sven
    Huber, Thomas
    Hofmann, Frank
    Jost, Micha
    Ritzefeld, Markus
    Luy, Burkhard
    Freudenberger, Christoph
    Majer, Zsuzsanna
    Vass, Elemer
    Greie, Joerg-Christian
    Panella, Lavinia
    Kaptein, Bernard
    Broxterman, Quirinus B.
    Kessler, Horst
    Altendorf, Karlheinz
    Hollosi, Miklos
    Sewald, Norbert
    CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (02) : 478 - 487
  • [38] Taming the elusive 3-10 helix: Synthesis and conformational analysis of olefinic heptapeptides
    Iskenderian, WS
    Blackwell, HE
    Grubbs, RH
    O' Leary, DJ
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2004, 227 : U636 - U636
  • [39] Bis(enediyne) macrocycles: Synthesis, reactivity, and structural analysis
    Blanchette, HS
    Brand, SC
    Naruse, H
    Weakley, TJR
    Haley, MM
    TETRAHEDRON, 2000, 56 (49) : 9581 - 9588
  • [40] CONFORMATIONAL-ANALYSIS OF SATURATED HETEROCYCLES .83. CONFORMATIONAL PROPERTIES OF 2-OXA-9,10-DIAZADECALIN
    BAKER, VJ
    KATRITZKY, AR
    BRITOPALMA, FMS
    HETEROCYCLES, 1977, 8 : 451 - 454
12345