Ring-closing metathesis

Definition: A joining reaction in which two carbon-carbon double bonds in the same molecule are redistributed to give a cycloalkene. It is typically catalysed by a metal carbenoid, and proceeds via two four-membered intermediates (metallacyclobutanes). The reaction is driven by release of a low-MW alkene.

ID: RXNO:0000245


More about the RSC Name Reaction Ontology (RXNO)

Articles referencing this term

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Makoto Shimizu, Iwao Hachiya and Isao Mizota, Chem. Commun., 2009 , 874
DOI: 10.1039/b814930e

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Simona Chessa, Nigel J. Clayden, Manfred Bochmann and Joseph A. Wright, Chem. Commun., 2009 , 797
DOI: 10.1039/b821301a

Polycyclic alkaloids via transannular Mannich reactions
Paulo Vital, Masood Hosseini, M. Sundaram Shanmugham, Charlotte H. Gotfredsen, Pernille Harris and David Tanner, Chem. Commun., 2009 , 1888
DOI: 10.1039/b822955d

Solid-phase based total synthesis of Jasplakinolide by ring-closing metathesis
René Tannert, Tai-Shan Hu, Hans-Dieter Arndt and Herbert Waldmann, Chem. Commun., 2009 , 1493
DOI: 10.1039/b900342h

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Jean-Chistophe Legeay, William Lewis and Robert A. Stockman, Chem. Commun., 2009 , 2207
DOI: 10.1039/b900451c

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DOI: 10.1039/b903577j

An enantiopure cyclophane-type imidazole with no central but planar chirality
Yasuhiro Ishida, Eriko Iwasa, Yuki Matsuoka, Hiroyuki Miyauchi and Kazuhiko Saigo, Chem. Commun., 2009 , 3401
DOI: 10.1039/b904059e

Enantioselective total synthesis of the indole alkaloid 16-episilicine
Mercedes Amat, Begoña Checa, Núria Llor, Elies Molins and Joan Bosch, Chem. Commun., 2009 , 2935
DOI: 10.1039/b904521j

Novel epothilone lactones by an unusual diversion of the Grubbs' metathesis reaction
Qiao-Hong Chen, Thota Ganesh, Yi Jiang, Abhijit Banerjee, Shubhada Sharma, Susan Bane, James P. Snyder and David G. I. Kingston, Chem. Commun., 2010 , 46 , 2019
DOI: 10.1039/b926174e

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Chia-Hsiu Chen, Ting-Chun Kuan, Ke-Jhen Lu and Duen-Ren Hou, Org. Biomol. Chem., 2010 , 8 , 3624
DOI: 10.1039/c004672h

A three-step tandem process for the synthesis of bicyclic γ-lactams
Fiona I. McGonagle, Lindsay Brown, Andrew Cooke and Andrew Sutherland, Org. Biomol. Chem., 2010 , 8 , 3418
DOI: 10.1039/c004695g

De novo synthesis of polyhydroxyl aminocyclohexanes
Anobick Sar, Sergey Lindeman and William A. Donaldson, Org. Biomol. Chem., 2010 , 8 , 3908
DOI: 10.1039/c004730a

Stereocontrolled synthesis of quaternary cyclopropyl esters
Christopher D. Bray and Fabrizio Minicone, Chem. Commun., 2010 , 46 , 5867
DOI: 10.1039/c0cc01333a

Total synthesis of (±)-Vertine with Z-selective RCM as a key step
Laetitia Chausset-Boissarie, Roman Àrvai, Graham R. Cumming, Céline Besnard and E. Peter Kündig, Chem. Commun., 2010 , 46 , 6264
DOI: 10.1039/c0cc01885f

Synthetic studies on the mycolactone core
Kwang-Seuk Ko, Matthew D. Alexander, Shaun D. Fontaine, James E. Biggs-Houck, James J. La Clair and Michael D. Burkart, Org. Biomol. Chem., 2010 , 8 , 5159
DOI: 10.1039/c0ob00540a

Total synthesis of all (−)-agelastatin alkaloids
Mohammad Movassaghi, Dustin S. Siegel and Sunkyu Han, Chem. Sci., 2010 , 1 , 561
DOI: 10.1039/c0sc00351d