Page 179 - buku panduan 20192020

Faculty of Science Handbook, Session 2019/2020

SIC3008 BIOSYNTHESIS Synthesis of acyclic and cyclic compounds. Concept of
umpolung; functional group interconversion. Use of
Biochemical constraints and investigation techniques: organometallic reagents in syntheses. Asymmetric
biosynthetic reagents, enzymes, biochemical assays and synthesis; selected examples from classical and
application of isotopic labelling (esp. in conjunction with contemporary syntheses.
13C NMR) in the study of biosynthetic processes.
Assessment Methods:
Biosynthesis of selected natural products: polyketides, Continuous assessment: 30%
fatty acids, prostanoids, aromatic compounds (e.g. Final examination: 70%
Shikimic acid), macrocyclic antibiotics, terpenes,
terpenoids, and natural rubber; biosynthetic pathways, Medium of instruction:
reaction types, and mechanistic aspects (esp. enolate- English
carbonyl reactions and biochemical cascades).
Soft skills:
Assessment Methods: CT1-3
Continuous assessment: 30%
Final examination: 70% References:
1. Warren, S., Organic Synthesis: The Disconnection
Medium of instruction: Approach, John Wiley and Sons, Chichester, New York,
English Brisbane, Toronto, Singapore, 1982.
2. F. A. Carey and R. J. Sundberg, Advanced Organic
th
Soft skills: Chemistry, Part B: Reactions and Synthesis, 4 ed.,
CT1-3 Plenum Press, New York & London, 2002.
3. M. B. Smith, Organic Synthesis, 2 ed., McGraw Hill
nd
References: Inc, 2001.
1. H. S. Stoker, General, Organic and Biological 4. M. B. Smith and J. March, March's Advanced Organic
th
Chemistry, 5 ed., Brooks/Cole, 2010. Chemistry: Reactions, Mechanisms, and Structure
rd
th
2. D. Voet, and J. G. Voet, Biochemistry. 3 ed., Wiley, (March's Advanced Organic Chemistry), 5 ed., Wiley-
2004. Interscience; 2001.
3. Bu’Lock and B. G. Kurt Kimia Hasil Semulajadi, DBP, 5. W. A. Smit, A. F. Bochkov and R. Caple, Organic
Kuala Lumpur. Synthesis: The Science Behind the Art, RSC, 1998.
nd
4. J. Mann, Secondary Metabolism, 2 ed., Oxford
University Press, 1987.
5. J. Mann, Chemical Aspects of Biosynthesis, Oxford SIC3011 MECHANISTIC ORGANIC CHEMISTRY
University Press, 1994.
Reactive intermediates in organic chemistry including
carbocations, free radicals, carbenes, nitrenes, and
SIC3009 NATURALPRODUCTS CHEMISTRY radical-ions. Chemistry of free radicals: reactions and
mechanisms of free radicals including abstraction,
The influence of biosynthetic hypotheses and insights on addition, rearrangement, cyclization and fragmentation;
the syntheses of steroids. Investigation of selected natural applications of radical reactions in organic synthesis;
products such as alkaloids, terpenoids, flavonoids, reactions of carbenes, carbenoids, nitrenes, and ion-
lignans, glycosides. Semiochemistry. Separation methods radicals, and applications in synthesis. Formation, stability,
for natural product isolation. Spectroscopic methods for and rearrangements of carbocations; tandem and cascade
structural elucidation of natural products. cyclizations. Mechanistic details of selected classes of
organic reactions such as nucleophilic substitution,
Assessment Methods: hydrolysis, polar rearrangements, electron-transfer
Continuous assessment: 30% reactions, photochemical reactions. Pericyclic reactions:
Final examination: 70% molecular orbitals; conservation of orbital symmetry in
concerted reactions; theory (frontier orbital method, use of
Medium of instruction: correlation diagrams, aromatic transition state approach)
English and applications of electrocyclic reactions, sigmatropic
rearrangements, and cycloadditions, including tandem and
Soft skills: cascade processes, in organic synthesis.
CT1-3
Assessment Methods:
References: Continuous assessment: 30%
1. J. Mann, Secondary Metabolism, Clarendon Press: Final examination: 70%
Oxford, 1995.
2. P. M. Dewick, Medicinal Natural Products - A Medium of instruction:
Biosynthetic Approach, John Wiley & Sons, 2009. English
3. E.Fattorusso, O. Taglialatela-Scafati, Eds Modern
Alkaloids - Structure, Isolation, Synthesis and Biology; Soft skills:
Wiley-VCH, 2008. CT1-3
4. J. H. Simpson, Organic Structure Determination Using
2-D NMR Spectroscopy - A Problem-Based Approach, References:
Academic Press, 2008. 1. R. B. Woodward and R. Hoffmann, The Conservation of
5. S. Stefan Berger, D. Sicker, Classics in Spectroscopy, Orbital Symmetry, Academic Press Inc, 1970.
Wiley-VCH, 2009. 2. J. Clayden, N. Greeves, S. Warren, P. Wothers,
Organic Chemistry, Oxford.
3. J. March, and M. Smith, Advanced Organic Chemistry,
th
SIC3010 ORGANIC SYNTHESIS 6 ed., New York: John Wiley & Sons, 2007.
4. T. H. Lowry and K. S. Richardson, Mechanism and
rd
Retrosynthetic analysis and synthesis design. Selectivity Theory in Organic Chemistry, 3 ed., Harper and Row,
in synthesis: chemo-, regio-, and stereoselectivity. 1987.
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