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Articles
Enyne Metathesis
Enyne metathesis has emerged as a powerful method for the synthesis of conjugated dienes.1 Botta and coworkers utilized a similar approach, where the olefin was replaced with an enol ether. Reaction ...
William Sommer
Aldrich ChemFiles 2009, 9.6, 7.
Keywords: Enyne metathesis, Metathesis, Microwave synthesis
Ring-Closing Metathesis
Ring-closing metathesis has become an essential tool for C-C bond formation as demonstrated by the profound impact on total synthesis in recent years.1 The first examples date back to 1980 and involv...
William Sommer
Aldrich ChemFiles 2009,9.6, 4.
Keywords: C-C bond formation, Cyclizations, Metathesis, Ring-closing metathesis
Ruthenium-Based Metathesis Catalysts
Sigma-Aldrich is pleased to announce an agreement with Materia, Inc. to exclusively distribute research quantities of Grubbs catalysts and Hoveyda–Grubbs catalysts. For a recent review on cross-metat...
ChemFiles Volume 4 Article 2
Keywords: Cross metathesis, Metathesis, Organic synthesis, Ring opening metathesis polymerisation, Ring-closing metathesis
Synthesis of Furans
Donohoe and co-workers have developed several synthetic approaches to the synthesis of furans which incorporate RCM as a key step.1 In 2007, the researchers synthesized a series of di- and tri-substi...
William Sommer
Aldrich ChemFiles 2009,9.6, 5.
Keywords: Anti-inflammatory agents
Related Content
Metathesis in Chemical Synthesis
Olefin metathesis is now a well-entrenched synthetic technique, and is a powerful method for the clean construction of innumerable classes of chemical architectures. The broadly accepted belief that ...
Keywords: Building blocks, Cross metathesis, Enyne metathesis, Exothermic, Isomerizations, Ligands, Living polymerization, Metathesis, Olefin metathesis, Organic synthesis, Polymerization reactions, Ring opening metathesis polymerisation, Ring-closing metathesis
Papers
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1. The development of L2X2Ru=CHR olefin metathesis catalysts: an organometallic success story. T.M. Trnka, R.H. Grubbs Acc. Chem. Res. 34, 18, (2001)
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2. Grubbs, R. H. Tetrahedron 60, 7117, (2004)
3. Schrodi, Y.; Pederson, R. L. Aldrichimica Acta 40th ed.,, 45, (2007)
4. Ruthenium-based heterocyclic carbene-coordinated olefin metathesis catalysts. Vougioukalakis, G. C.; Grubbs, R. H. Chem. Rev. 110, 1746, (2010)
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5. Olefin Metathesis and Beyond A list of abbreviations can be found at the end of this article. Fürstner, A. Angew. Chem. Int. Ed. Engl. 39, 3012, (2000)
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6. Schuster, M.; Blechert, S. Angew. Chem. Int. Ed. Engl. 36th ed.,, 2036, (1997)
7. Ritter, T., et al. Organometallics 25th ed.,, 5740, (2006)
8. Org. Lett. 1, 751, (1999)
9. Synthesis and activity of a new generation of ruthenium-based olefin metathesis catalysts coordinated with 1,3-dimesityl-4,5-dihydroimidazol-2-ylidene ligands. Scholl, M. Org. Lett. 1, 953, (1999)
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Synthesis of trisubstituted alkenes via olefin cross-metathesis. Chatterjee, A. K., Grubbs, R. H. Org. Lett. 1, 1751, (1999)
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Expanded scope in ethylene-alkyne cross-metathesis: coordinating heteroatom functionality at the propargylic position. J.A. Smulik, S.T. Diver Org. Lett. 2, 2271, (2000)
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Highly Efficient Ring-Opening Metathesis Polymerization (ROMP) Using New Ruthenium Catalysts Containing N-Heterocyclic Carbene Ligands C.B. is grateful to the National Science Foundation for a pre-doctoral fellowship. The authors thank Dr. Matthias Scholl for providing catalysts 4 a and 4 c. Bielawski, C. W.; Grubbs, R. H. Angew. Chem. Int. Ed. Engl. 39, 2903, (2000)
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Olefin-metathesis catalysts for the preparation of molecules and materials (Nobel Lecture). Grubbs, R. H. Angew. Chem. Int. Ed. Engl. 45, 3760, (2006)
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Unusual influence of substituents on ring-opening metathesis reactions. Wright, D. L.; Usher, L. J.; Estrella-Jiminez, M. Org. Lett. 3, 4275, (2001)
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Synthesis of trisubstituted alkenes via olefin cross-metathesis. Chatterjee, A. K., Grubbs, R. H. Org. Lett. 1, 1751, (1999)
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Scholl, M. Acc. Chem. Res. 1, 953, (1999)
Efficient large-scale synthesis of BILN 2061, a potent HCV protease inhibitor, by a convergent approach based on ring-closing metathesis. J. Org. Chem. 71, 7133, (2006)
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Tetrahedron 62, 9017, (2006)
Macrocyclic inhibitors of beta-secretase: functional activity in an animal model. J. Med. Chem. 49, 6147, (2006)
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