Page 188 - handbook 20162017

Faculty of Science Handbook, Session 2016/2017

5.K. B. Oldham, J. C. Myland, A. M. Bond, SIC3010 ORGANIC SYNTHESIS
Electrochemical Science and Technology:
Fundamentals and Applications, John Wiley & Sons, Retrosynthetic analysis and synthesis design. Selectivity
Ltd, 2011. in synthesis: chemo-, regio-, and stereoselectivity.
Synthesis of acyclic and cyclic compounds. Concept of
umpolung; functional group interconversion. Use of
SIC3008 BIOSYNTHESIS organometallic reagents in syntheses. Asymmetric
synthesis; selected examples from classical and
Biochemical constraints and investigation techniques: contemporary syntheses.
biosynthetic reagents, enzymes, biochemical assays and
application of isotopic labelling (esp. in conjunction with Assessment Methods:
13C NMR) in the study of biosynthetic processes. Continuous assessment: 30%
Final examination: 70%
Biosynthesis of selected natural products: polyketides,
fatty acids, prostanoids, aromatic compounds (e.g. Medium of instruction:
Shikimic acid), macrocyclic antibiotics, terpenes, English
terpenoids, and natural rubber; biosynthetic pathways,
reaction types, and mechanistic aspects (esp. enolate- Soft skills:
carbonyl reactions and biochemical cascades). CT1-3
Assessment Methods: References:
Continuous assessment: 30% 1.Stuart Warren, Organic Synthesis: The Disconnection
Final examination: 70% Approach, John Wiley and Sons, Chichester, New York,
Brisbane, Toronto, Singapore, 1982.
Medium of instruction: 2.F. A. Carey and R. J. Sundberg, Advanced Organic
English Chemistry, Part B: Reactions and Synthesis, 4 th ed.,
Plenum Press, New York & London, 2002.
Soft skills: 3.M. B. Smith, Organic Synthesis, 2 nd ed., McGraw Hill
CT1-3 Inc, 2001.
4.M. B. Smith and J. March, March's Advanced Organic
References: Chemistry: Reactions, Mechanisms, and Structure
th
1.H. S. Stoker, General, Organic and Biological (March's Advanced Organic Chemistry), 5 ed., Wiley-
Chemistry, 5 ed., Brooks/Cole, 2010. Interscience; 2001.
th
2.D. Voet, and J. G. Voet, Biochemistry. 3 rd ed., Wiley, 5.W. A. Smit, A. F. Bochkov and R. Caple, Organic
2004. Synthesis: The Science Behind the Art, RSC, 1998.
3.Bu’Lock and B. G. Kurt Kimia Hasil Semulajadi, DBP,
Kuala Lumpur.
4.J. Mann, Secondary Metabolism, 2 nd ed., Oxford SIC3011 MECHANISTIC ORGANIC CHEMISTRY
University Press, 1987.
5.J. Mann, Chemical Aspects of Biosynthesis, Oxford Reactive intermediates in organic chemistry including
University Press, 1994. carbocations, free radicals, carbenes, nitrenes, and
radical-ions. Chemistry of free radicals: reactions and
mechanisms of free radicals including abstraction,
SIC3009 NATURALPRODUCTS CHEMISTRY addition, rearrangement, cyclization and fragmentation;
applications of radical reactions in organic synthesis;
The influence of biosynthetic hypotheses and insights on reactions of carbenes, carbenoids, nitrenes, and ion-
the syntheses of steroids. Investigation of selected natural radicals, and applications in synthesis. Formation, stability,
products such as alkaloids, terpenoids, flavonoids, and rearrangements of carbocations; tandem and cascade
lignans, glycosides. Semiochemistry. Separation methods cyclizations. Mechanistic details of selected classes of
for natural product isolation. Spectroscopic methods for organic reactions such as nucleophilic substitution,
structural elucidation of natural products. hydrolysis, polar rearrangements, electron-transfer
reactions, photochemical reactions. Pericyclic reactions:
Assessment Methods: molecular orbitals; conservation of orbital symmetry in
Continuous assessment: 30% concerted reactions; theory (frontier orbital method, use of
Final examination: 70% correlation diagrams, aromatic transition state approach)
and applications of electrocyclic reactions, sigmatropic
Medium of instruction: rearrangements, and cycloadditions, including tandem and
English cascade processes, in organic synthesis.
Soft skills: Assessment Methods:
CT1-3 Continuous assessment: 30%
Final examination: 70%
References:
1.J. Mann, Secondary Metabolism, Clarendon Press: Medium of instruction:
Oxford, 1995. English
2.P. M. Dewick, Medicinal Natural Products - A
Biosynthetic Approach, John Wiley & Sons, 2009. Soft skills:
3.E.Fattorusso, O. Taglialatela-Scafati, Eds Modern CT1-3
Alkaloids - Structure, Isolation, Synthesis and Biology;
Wiley-VCH, 2008. References:
4.J. H. Simpson, Organic Structure Determination Using 1. R. B. Woodward and R. Hoffmann, The Conservation of
2-D NMR Spectroscopy - A Problem-Based Approach, Orbital Symmetry, Academic Press Inc, 1970.
Academic Press, 2008. 2. J. Clayden, N. Greeves, S. Warren, P. Wothers,
5.S. Stefan Berger, D. Sicker, Classics in Spectroscopy, Organic Chemistry, Oxford.
Wiley-VCH, 2009.

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