MICHAEL INITIATED RING-CLOSURE REACTIONS IN NATURAL PRODUCT SYNTHESIS - A CONCISE ENTRY TO THE PODOPHYLLINS

被引：21
|
作者：
HARROWVEN, DC
机构：
[1] Department of Chemistry, University of Wales, Bangor
来源：
TETRAHEDRON | 1993年 / 49卷 / 40期
关键词：
D O I：
10.1016/S0040-4020(01)91221-9
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A rapid entry towards the Podophyllum lignans is described exemplified by a concise regioselective total synthesis of taiwanin E 5 and chinensinaphthol 6. The approach features a Michael Initiated Ring Closure (MIRC type II) sequence to access the key lignan intermediates IIa & b from the ketodithianes 10a & b and 2-(5H)-furanone.
引用
收藏
页码：9039 / 9048
页数：10
相关论文
共 50 条
  • [31] Ring-closure metathesis reactions of novel ynamides.
    Huang, J
    Xiong, H
    Hsung, RP
    Grebe, T
    Mulder, JA
    Rameshkumar, C
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2002, 224 : U185 - U186
  • [32] Synthesis of substituted cyclopropylphosphonates by Michael Induced Ring Closure (MIRC) reactions
    Stevens, CV
    Van Heecke, G
    Barbero, C
    Patora, K
    De Kimpe, N
    Verhé, R
    SYNLETT, 2002, (07) : 1089 - 1092
  • [33] STEREOCHEMISTRY AND RING-CLOSURE AND RING-OPENING REACTIONS OF FERROCENOPHANE ETHERS
    YAMAKAWA, K
    HISATOME, M
    TETRAHEDRON LETTERS, 1967, (29) : 2827 - &
  • [34] Synthesis of Cyclopropenes and Fluorinated Cyclopropanes via Michael Initiated Ring Closure of Alkyl Triflones
    Wang, Hui
    Yang, Ren-Yin
    Xu, Bo
    CHEMISTRY-A EUROPEAN JOURNAL, 2022, 28 (23)
  • [35] CONVENIENT SYNTHESIS OF DIMETHYL-1-ARYL-4-HYDROXY-N-METHYLCARBAZOLE-2,3-DICARBOXYLATES VIA MICHAEL INITIATED RING-CLOSURE METHODOLOGY
    MALI, RS
    JAGTAP, PG
    TETRAHEDRON LETTERS, 1992, 33 (12) : 1655 - 1656
  • [36] Catalytic One-Pot Diastereoselective Michael-Initiated Ring-Closure of Methyl Ketones with 3-Bromochromones: Synthesis of Cyclopropa[b]chromanones
    Sousa, Joana L. C.
    Talhi, Oualid
    Mendes, Ricardo F.
    Almeida Paz, Filipe A.
    Bachari, Khaldoun
    Silva, Artur M. S.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 2016 (23) : 3949 - 3958
  • [37] RING-CLOSURE REACTIONS .13. CONVENIENT SYNTHESIS OF MANY-MEMBERED THIACYCLOALKANES
    MANDOLINI, L
    VONTOR, T
    SYNTHETIC COMMUNICATIONS, 1979, 9 (09) : 857 - 861
  • [38] RING-CLOSURE REACTIONS .8. SYNTHESIS AND UV SPECTRA OF MACROCYCLIC AROMATIC ETHERS
    MANDOLINI, L
    MASCI, B
    JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (17): : 2840 - 2843
  • [39] RING-CLOSURE REACTIONS .20. AN EFFICIENT SYNTHESIS OF MANY-MEMBERED AZACYCLOALKANES
    GARGANO, P
    MANDOLINI, L
    GAZZETTA CHIMICA ITALIANA, 1982, 112 (1-2): : 31 - 33
  • [40] 5-ENDO-TRIGONAL REACTIONS - DISFAVORED RING-CLOSURE
    BALDWIN, JE
    CUTTING, J
    DUPONT, W
    KRUSE, L
    SILBERMAN, L
    THOMAS, RC
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1976, (18) : 736 - 738
12345