CQU7044 – ORGANIC SYNTHESIS

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LEVEL: Master and Doctorate

CREDITS: 4

MAIN TOPICS:

Fundamental concepts on the planning of a total synthesis and a retrosynthetic analysis. Discussion of the main methods of chemical manipulation of functional groups, as well as strategies for the selective protection and deprotection of these groups. Presentation of the fundamental and advanced methodologies for the building of C-C bonds, highlighting the chemo-, regio- and stereo-selectivity of transformations.

RECOMMENDED LITERATURE:

SMITH, M. Organic Synthesis. 3rd ed. Connecticut: Academic Press, 2011.

WUTS, P. G. M. Greene’s Protective Groups in Organic Synthesis. 5th ed. Hoboken: WileyInterscience, 2014.

KOCIENSKI, P. J. Protecting Groups. 3rd ed. Stuttgart: Thieme, 2005.

WARREN, S.; WYATT, P. Organic Synthesis: The Disconnection Approach. 2nd ed. Chichester: John Wiley & Sons, 2008.

WARREN, S.; WYATT, P. Organic Synthesis: Strategy and Control. Chichester: John Wiley & Sons, 2007.

DÖRWALS, F. Z. Side Reactions in Organic Synthesis: A Guide to Successful Synthesis Design. Weinheim: Wiley-VCH, 2005.

CAREY, F. A.; SUNDBERG, R. J. Advanced Organic Chemistry. 5th ed. Berlin: Springer, 2007.

HOFFMANN, R. W. Elements of Synthesis Planning. Heidelberg: Springer, 2009.

COREY, E. J.; CHEN, X-M. The Logic of Chemical Synthesis. Chichester: Wiley-Interscience, 1995.

HO, T-L. Tactics of Organic Synthesis. Chichester: Wiley-Interscience, 1994.

KURTI, L.; CZAKO B. Strategic Applications of Named Reactions in Organic Synthesis. Burlington: Academic Press, 2005.

CLAYDEN, J.; GREEVES, N.; WARREN, S. Organic Chemistry. 2nd ed. Oxford: Oxford Press, 2012.

NICOLAOU, K. C.; SORENSEN, E. J. Classics in Total Synthesis: Targets, Strategies, Methods. Weinheim: Wiley-VCH, 1996.

NICOLAOU, K. C.; SNYDER, S. A. Classics in Total Synthesis II: More Targets, Strategies, Methods. Weinheim: Wiley-VCH, 2003.

NICOLAOU, K. C.; CHEN J. S. Classics in Total Synthesis III: Further Targets, Strategies, Methods. Weinheim: Wiley-VCH, 2011.

TAKEDA, T. (Ed.). Modern Carbonyl Olefination: Methods and Applications. Weinheim: WileyVCH, 2006.

OJIMA, I. (Ed.). Catalytic Asymmetric Synthesis. 3rd ed. Hoboken: Wiley-VCH, 2010. AUBÉ, J.; GAWLEY, R. E. Principles of Asymmetric Synthesis. 2nd ed. Amsterdam: Elsevier, 2012.

Specialized scientific journals such as Chemical Reviews, Chemical Society Reviews, Journal of the American Chemical Society, Journal of Organic Chemistry, Organic Letters, Tetrahedron, Tetrahedron Letters, Tetrahedron Asymmetry, Chemical Communications, Chemistry – A European Journal, European Journal of Organic Chemistry, Journal of the Brazilian Chemical Society, and other journals of interest in organic synthesis.