Enyne Ring-rearrangement/Cross-metathesis reactions of cyclic enones

被引:0
|
作者
Imhof, S [1 ]
Blechert, S [1 ]
机构
[1] Tech Univ Berlin, Inst Chem, D-10623 Berlin, Germany
关键词
ring-rearrangement; metathesis; Diels-Alder cycloaddition; enyne; enones;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The use of efficient ring rearrangement metathesis reactions of cyclic enones involving cross-metathesis is reported. The resulting trienes from these reactions are substrates for intramolecular Diels-Alder cycloaddition reactions. Thus, the synthesis of highly stereoselective fused tricyclic products in four distinct steps is achieved.
引用
收藏
页码:609 / 614
页数:6
相关论文
共 50 条
  • [31] Diastereoselective synthesis of 2,5-disubstituted decahydroquinolines via ring-rearrangement metathesis and zirconium-mediated cyclization
    Neidhöfer, J
    Blechert, S
    SYNTHESIS-STUTTGART, 2004, (18): : 3047 - 3054
  • [32] Preparation of cyclic ethers for polyether synthesis by catalytic ring-closing enyne metathesis of alkynyl ethers
    Clark, JS
    Elustondo, F
    Trevitt, GP
    Boyall, D
    Robertson, J
    Blake, AJ
    Wilson, C
    Stammen, B
    TETRAHEDRON, 2002, 58 (10) : 1973 - 1982
  • [33] Synthesis of spiro-annulated cyclobutane derivatives through ketene [2+2] cycloaddition and ring-rearrangement metathesis
    Kotha, Sambasivarao
    Pulletikurti, Sunil
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2020, 59 (12): : 1875 - 1880
  • [34] Selective Transformation of 1,3-Cyclooctadiene into Novel Functionalized Azaheterocycles, β-Amino Esters, and Lactams by Means of Ring-Rearrangement Metathesis
    Semghouli, Anas
    Drahos, Laszlo
    Volk, Balazs
    Kiss, Lorand
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2024, 27 (18)
  • [35] Tandem Ring-Closing/Cross-Metathesis Approach for the Synthesis of Synargentolide B and Its Stereoisomers
    Sabitha, Gowravaram
    Shankaraiah, Kontham
    Yadav, Jhillu S.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (22) : 4870 - 4878
  • [36] PLANT OIL VALORIZATION BY CROSS-METATHESIS REACTIONS: SYNTHESIS OF FINE CHEMICALS FROM METHYL OLEATE
    Trasarti, A. F.
    Gonzalez, E. J.
    Nieres, P. D.
    Apesteguia, C. R.
    LATIN AMERICAN APPLIED RESEARCH, 2020, 50 (02) : 139 - 144
  • [37] Assembling the prenylneoflavone system through a Pechmann condensation/Mitsunobu reaction/Claisen rearrangement/olefin cross-metathesis sequence
    Oleg A. Lozinski
    J. Bistodeau
    C. Bennetau-Pelissero
    Vladimir P. Khilya
    S. Shinkaruk
    Monatshefte für Chemie - Chemical Monthly, 2020, 151 : 605 - 610
  • [38] Assembling the prenylneoflavone system through a Pechmann condensation/Mitsunobu reaction/Claisen rearrangement/olefin cross-metathesis sequence
    Lozinski, Oleg A.
    Bistodeau, J.
    Bennetau-Pelissero, C.
    Khilya, Vladimir P.
    Shinkaruk, S.
    MONATSHEFTE FUR CHEMIE, 2020, 151 (04): : 605 - 610
  • [39] The Ruthenium-Catalyzed Domino Cross Enyne Metathesis/Ring-Closing Metathesis in the Synthesis of Enantioenriched Nitrogen-Containing Heterocycles
    Llobat, Alberto
    Escorihuela, Jorge
    Sedgwick, Daniel M.
    Rodenes, Miriam
    Roman, Raquel
    Soloshonok, Vadim A.
    Han, Jianlin
    Medio-Simon, Mercedes
    Fustero, Santos
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (27) : 4193 - 4207
  • [40] An Efficient Synthesis of Chiral Non-Racemic Hydroxyalkanoic Acids by Olefin Cross-Metathesis Reactions
    Asaro, Fioretta
    Drioli, Sara
    Forzato, Cristina
    Nitti, Patrizia
    CHEMISTRYSELECT, 2018, 3 (47): : 13372 - 13376