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Beilstein J. Org. Chem. 2015, 11, 1876–1880, doi:10.3762/bjoc.11.201
Graphical Abstract
Scheme 1: Cross metathesis of 1 with methyl acrylate.
Scheme 2: Cross metathesis of 1 with acrylonitrile.
Scheme 3: Tandem cross metathesis/hydrogenation.
Scheme 4: Trifunctional compounds obtained by ring-opening of epoxide 4.
Beilstein J. Org. Chem. 2013, 9, 303–312, doi:10.3762/bjoc.9.35
Figure 1: Examples of pyrrole-containing bioactive compounds.
Scheme 1: Synthesis of Pd–NHC complexes.
Beilstein J. Org. Chem. 2011, 7, 156–166, doi:10.3762/bjoc.7.22
Scheme 1: Interaction of triple bonds with a metal carbene.
Scheme 2: General scheme for EYCM and side reactions.
Figure 1: Selected ruthenium catalysts able to perform EYCM.
Scheme 3: Catalytic cycle with initial interaction of a metal methylidene with the triple bond.
Scheme 4: Catalytic cycle with initial interaction of a metal alkylidene with the triple bond.
Scheme 5: Formation of 2,3-disubstituted dienes via cross-metathesis of alkynes with ethylene.
Figure 2: Applications of EYCM with ethylene in natural product synthesis.
Scheme 6: Application of EYCM in sugar chemistry.
Scheme 7: EYCM as determining step to form vinylcyclopropane derivatives.
Scheme 8: Sequential EYCM with ethylene/nucleophilic substitution or elimination.
Scheme 9: Various regioselectivities in EYCM of silylated alkynes.
Scheme 10: High regio- and stereoselectivities obtained for EYCM with styrenes.
Scheme 11: EYCM of terminal olefins with internal borylated alkynes.
Scheme 12: Synthesis of propenylidene cyclobutane via EYCM.
Scheme 13: Efficient EYCM with vinyl ethers.
Scheme 14: From cyclopentene to cyclohepta-1,3-dienes via cyclic olefin-alkyne cross-metathesis.
Scheme 15: Ring expansion via EYCM from bicyclic olefins.
Scheme 16: Ring contraction resulting from EYCM of cyclooctadiene.
Scheme 17: Preparation of bicyclic products via diene-alkyne cross-metathesis.
Scheme 18: Ethylene helping effect in EYCM.
Scheme 19: Stereoselective EYCM in the presence of ethylene.
Scheme 20: Sequential ethenolysis/EYCM applied to unsaturated fatty acid esters.
Scheme 21: Sequential ethenolysis/EYCM applied to symmetrical unsaturated fatty acid derivatives for the produ...