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TRANSITION METAL CATALYSTS IN ORGANIC SYNTHESIS
Dr V. Gouverneur
Michaelmas Term – Third Year (4 lectures)
Topic 1 (Lectures 1 & 2). Palladium catalysts
Pd(0) and Pd(II). Fundamental concepts: oxidative addition,
insertion, transmetallation, reductive elimination,b-hydride
elimination, elimination of b-heteroatom
groups and b-carbon. The Mizoroki-Heck
Reaction. Kosugi-Migita-Stille Coupling. The Suzuki-Miyaura
Coupling. The Sonogashira Coupling. Pd (0)-Catalysed
Reactions of Allylic Compounds. The Wacker Process and Selected
Variants.
Topic 2 (Lectures 3 & 4). Metathesis in Organic
Synthesis. Introduction to Olefin Metathesis by Well-Defined
Complexes of Molybdenum, Tungsten and Ruthenium. Ring-Closing
Metathesis. Cross-Metathesis. Enyne Metathesis. Alkyne Metathesis.
ADMET polymerization. Application to Natural Product Synthesis.
Asymmetric Variants.
Bibliography
- "Organic Chemistry" by Clayden, Greeves, Warren
and Wothers Chapter 48.
- "Transition-catalyzed Cross-coupling Reactions"
Edited by F. Diederich and P.J. Stang Wiley-VCH 1998.
- "Transition Metals in Organic Synthesis" Edited
by Susan E. Gibson The Practical Approach in Chemistry Series
Oxford University Press 1997 Metal
- "Alkene Metathesis in Organic synthesis" Topics
in Organometallic Chemistry. Volume Editor: A. Furstner
Springer 1998.
- "Palladium Reagents and Catalysts" New Perspectives
for the 21st Century by Jiro Tsuji. John Wiley & Sons,
Ltd. 2004
Each handout (three in total) will include additional references.
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