An approach to the synthesis of furanoheliangolides through Diels-Alder reactions

被引:6
|
作者
Constantino, Mauricio Gomes [1 ]
Aragao, Valquiria [1 ]
da Silva, Gil Valdo Jose [1 ]
机构
[1] Univ Sao Paulo, Dept Quim, Fac Filosofia Ciencias & Letras Ribeirao Pret, BR-14040901 Ribeirao Preto, SP, Brazil
基金
巴西圣保罗研究基金会;
关键词
synthesis; natural products; furanoheliangolides; Diels-Alder reactions;
D O I
10.1016/j.tetlet.2007.12.079
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The core structure of the natural sesquiterpene lactones furanoheliangolides, an 11-oxabicyclo[6.2.1]undecane system, was synthesized through a pathway involving two Diels-Alder reactions. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1393 / 1395
页数:3
相关论文
共 50 条
  • [21] Concise Approach to (ent)-14β-Hydroxysteroids through Highly Diastereo-/Enantioselective Diels-Alder Reactions
    Peter, Clovis
    Ressault, Blandine
    Geoffroy, Philippe
    Miesch, Michel
    CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (31) : 10808 - 10812
  • [22] Tandem reactions combining Diels-Alder reactions with sigmatropic rearrangement processes and their use in synthesis
    Neuschutz, K
    Velker, J
    Neier, R
    SYNTHESIS-STUTTGART, 1998, (03): : 227 - 255
  • [23] Solid phase Diels-Alder/retro Diels-Alder reactions. A new method for traceless linker strategy
    Blanco, L
    Bloch, R
    Bugnet, E
    Deloisy, S
    TETRAHEDRON LETTERS, 2000, 41 (41) : 7875 - 7878
  • [24] Intramolecular Diels-Alder reactions, 2 - Studies on the synthesis of natural products with bicyclo[4,4.0]decene skeleton: Synthesis and uncatalysed intramolecular Diels-Alder reactions of the decatrienone substrates
    Frey, B
    Schnaubelt, J
    Reissig, HU
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 1999, 1999 (06) : 1377 - 1384
  • [25] Development of the Claisen Rearrangement/Organocatalytic Diels-Alder Approach for the Synthesis of Eunicellins
    Hooper, Joel F.
    White, Jonathan M.
    Holmes, Andrew B.
    AUSTRALIAN JOURNAL OF CHEMISTRY, 2014, 67 (8-9) : 1189 - 1194
  • [26] TOTAL SYNTHESIS OF AJUGARIN-IV AND ANNONENE - A DIELS-ALDER APPROACH
    GOLDSMITH, DJ
    DESHPANDE, R
    SYNLETT, 1995, (05) : 495 - 497
  • [27] Synthesis and characterization of unsymmetrically substituted dienophilic nickel phthalocyanines for Diels-Alder reactions
    Youssef, TE
    Hanack, M
    JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2002, 6 (9-10) : 571 - 577
  • [28] SYNTHESIS OF 5-PROPYNYLOXYCYCLOALKANEPYRIMIDINES AND THEIR SELECTIVITY AND REACTIVITY IN INTRAMOLECULAR DIELS-ALDER REACTIONS
    STOLLE, WAW
    VEURINK, JM
    MARCELIS, ATM
    VANDERPLAS, HC
    TETRAHEDRON, 1992, 48 (09) : 1643 - 1656
  • [29] Recent advances in asymmetric nitroso Diels-Alder reactions
    Yamamoto, Yuhei
    Yamamoto, Hisashi
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (09) : 2031 - 2043
  • [30] Dienophilic reactivity of perfluoroalkenyl ketones in Diels-Alder reactions
    Chanteau, F
    Essers, M
    Plantier-Royon, R
    Haufe, G
    Portella, C
    TETRAHEDRON LETTERS, 2002, 43 (09) : 1677 - 1680