New Indenylidene-Schiff Base-Ruthenium Complexes for Cross-Metathesis and Ring-Closing Metathesis

2009 ◽  
Vol 351 (16) ◽  
pp. 2689-2701 ◽  
Author(s):  
Ana���M. Lozano Vila ◽  
Stijn Monsaert ◽  
Renata Drozdzak ◽  
Stanislaw Wolowiec ◽  
Francis Verpoort
Keyword(s):  
Schiff Base ◽  
Ruthenium Complexes ◽  
Ring Closing Metathesis ◽  
Cross Metathesis

One-Pot Ring-Closing Metathesis-Alkene Cross Metathesis Reactions of Sulfamide-Linked Enynes

2004 ◽  
Vol 2004 (4) ◽  
pp. 800-806 ◽  
Author(s):  
Sofia S. Salim ◽  
Richard K. Bellingham ◽  
Richard C. D. Brown
Keyword(s):  
Ring Closing Metathesis ◽  
One Pot ◽  
Cross Metathesis ◽  
Metathesis Reactions

Advances in Alkene and Alkyne Metathesis

2011 ◽  
Author(s):  
Douglass Taber
Keyword(s):  
Acetic Acid ◽  
Diels Alder ◽  
Alkyne Metathesis ◽  
Santa Barbara ◽  
Ring Closing Metathesis ◽  
Enol Ethers ◽  
Cross Metathesis ◽  
Simple Filtration ◽  
The University ◽  
Academy Of Sciences

As alkene metathesis is extended to more and more challenging substrates, improved catalysts and solvents are required. Robert H. Grubbs of Caltech developed (Organic Lett. 2008, 10, 441) the diisopropyl complex 1, that efficiently formed the trisubstituted alkene 6 by cross metathesis of 4 with 5. Hervé Clavier and Stephen P. Nolan of ICIQ, Tarragona, and Marc Mauduit of ENSC Rennes found (J. Org. Chem. 2008, 73, 4225) that after cyclization of 7 with the complex 2b, simple filtration of the reaction mixture through silica gel delivered the product 8 containing only 5.5 ppm Ru. The merit of CH2Cl2 as a solvent for alkene metathesis is that the catalysts (e.g. 1 - 3) are very stable. Claire S. Adjiman of Imperial College and Paul C. Taylor of the University of Warwick established (Chem. Commun. 2008, 2806) that although the second generation Grubbs catalyst 3 is not as stable in acetic acid, for the cyclization of 9 to 10 it is a much more active catalyst in acetic acid than in CH2Cl2 . Bruce H. Lipshutz of the University of California, Santa Barbara observed (Adv. Synth. Cat . 2008, 350, 953) that even water could serve as the reaction solvent for the challenging cyclization of 11 to 12, so long as the solubility- enhancing amphiphile PTS was included. Ernesto G. Mata of the Universidad Nacional de Rosario explored (J. Org. Chem. 2008, 73, 2024) resin isolation to optimize cross-metathesis, finding that the acrylate 13 worked particularly well. Karol Grela of the Polish Academy of Sciences, Warsaw optimized (Chem. Commun. 2008, 2468) cross-metathesis with a halogenated alkene 16. Jean-Marc Campagne of ENSC Montpellier extended (J. Am. Chem. Soc. 2008, 130, 1562) ring-closing metathesis to enynes such as 19. The product diene 20 was a reactive Diels-Alder dienophile. István E. Markó of the Université Catholique de Louvain applied (Tetrahedron Lett. 2008, 49, 1523) the known (OHL 20070122) ring-closing metathesis of enol ethers to the cyclization of the Tebbe product from 23. The ether 24 was oxidized directly to the lactone 25.

Selective Domino Ring-Closing Metathesis−Cross-Metathesis Reactions between Enynes and Electron-Deficient Alkenes

2003 ◽  
Vol 5 (11) ◽  
pp. 2007-2009 ◽  
Author(s):  
Frédérique Royer ◽  
Claire Vilain ◽  
Laurent Elkaïm ◽  
Laurence Grimaud
Keyword(s):  
Ring Closing Metathesis ◽  
Cross Metathesis ◽  
Metathesis Reactions

Synthesis of an analog of mycothiazole and total synthesis of pseudotrienic acid B

2007 ◽  
Vol 79 (4) ◽  
pp. 677-684 ◽  
Author(s):  
Dominique Amans ◽  
Alexandre Le Flohic ◽  
Véronique Bellosta ◽  
Christophe Meyer ◽  
Janine Cossy
Keyword(s):  
Total Synthesis ◽  
Ring Closing Metathesis ◽  
Cross Metathesis

An analog of mycothiazole and pseudotrienic acid B were synthesized efficiently by using ring-closing metathesis or cross-metathesis as key reactions.

Terminal conjugated dienes via a ruthenium-catalyzed cross-metathesis/elimination sequence: application to renewable resources

2014 ◽  
Vol 4 (7) ◽  
pp. 2064-2071 ◽  
Author(s):  
Hallouma Bilel ◽  
Naceur Hamdi ◽  
Fethi Zagrouba ◽  
Cédric Fischmeister ◽  
Christian Bruneau
Keyword(s):  
Renewable Resources ◽  
Ruthenium Complexes ◽  
Conjugated Dienes ◽  
Cross Metathesis

Two-step synthesis of terminal 1,3-dienes catalyzed by two different ruthenium complexes.

One-Pot Ring-Closing Metathesis-Alkene Cross Metathesis Reactions of Sulfamide-Linked Enynes.

ChemInform ◽  
2004 ◽  
Vol 35 (25) ◽  
Author(s):  
Sofia S. Salim ◽  
Richard K. Bellingham ◽  
Richard C. D. Brown
Keyword(s):  
Ring Closing Metathesis ◽  
One Pot ◽  
Cross Metathesis ◽  
Metathesis Reactions
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