Journal Article10.1002/1615-4169(200208)344:6/7<678::AID-ADSC678>3.0.CO;2-P
Effects of Substituents on the Multiple Bonds on Ring‐Closing Metathesis of Enynes
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TL;DR: In this article, a ring-closing metathesis (RCM) reaction of an enyne having a monosubstituted alkene and internal alkyne using 1a does not proceed.
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Abstract: 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.
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Citations
Enyne Metathesis (Enyne Bond Reorganization)
TL;DR: Steven T. Diver’s research group is interested in the application of enyne metathesis to challenging synthetic problems, mechanistic aspects of the enyne meetathesis, and catalyst design employing unusual heterocyclic carbene ligands.
877
Cationic Gold(I) Complexes: Highly Alkynophilic Catalysts for the exo‐ and endo‐Cyclization of Enynes
Cristina Nieto-Oberhuber,M. Paz Muñoz,Elena Buñuel,Cristina Nevado,Diego J. Cardenas,Antonio M. Echavarren +5 more
TL;DR: The first examples of endocyclic skeletal rearrangements under mild conditions have been observed with alkynophilic cationic gold(I) complexes.
537
Ring closing enyne metathesis: A powerful tool for the synthesis of heterocycles
TL;DR: In this tutorial review mechanistic considerations will be described and the synthetic power of this useful and attractive carbon-carbon bond forming reaction will be illustrated by recent examples of RCEYM applications in the preparation of heterocyclic compounds.
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