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Effects of Substituents on the Multiple Bonds on Ring‐Closing Metathesis of Enynes
Author(s) -
Kitamura Tsuyoshi,
Sato Yoshihiro,
Mori Miwako
Publication year - 2002
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/1615-4169(200208)344:6/7<678::aid-adsc678>3.0.co;2-p
Subject(s) - enyne , carbene , chemistry , alkene , enyne metathesis , ruthenium , metathesis , alkyne , transition metal carbene complex , ring closing metathesis , salt metathesis reaction , ligand (biochemistry) , medicinal chemistry , combinatorial chemistry , stereochemistry , organic chemistry , catalysis , polymerization , biochemistry , polymer , receptor
In ring‐closing metathesis (RCM) reactions of enynes, the substituents on the multiple bonds are quite important. Although RCM of an enyne having a monosubstituted alkene proceeds smoothly using the first‐generation ruthenium‐carbene complex 1a , that of an enyne having a disubstituted alkene and internal alkyne using 1a does not proceed. However, the second‐generation ruthenium‐carbene complex 1b or 1c containing an N ‐heterocyclic carbene as a ligand was found to be very effective for such an enyne, and the two‐metathesis products were formed in high yields.