COURSE TITLE: Synthetic
Organic Chemistry
COURSE CODE: CHEM 758
CREDIT HOURS: 2
CONTACT HOURS: 3 Lec. Hr/Week
PRE-REQUISITE
C-C Single Bond Formation Reactions: Alkylation importance of enolate anions, alkylation of relatively acidic methylene groups, gama alkylation of 1,3-dicarbonyl compounds; dianions in the synthesis, alkylation of ketones, the enamine related reactions under basic conditions, Enamines, Alkylation and Acylation in acidic medium alkylation of alpha-thio and alpha-selenocarbanions, umpolung, allylic alkylation of alkenes, reactions of lithium organocuprates: copper-catalysed reactions of Grignard reagents, synthetic applications of carbenes and carbenoids, formation of C-C bonds by addition of free radicals to alkenes, some photocyclisation reactions.
Carbon-Carbon Double Bond Formation Reactions: α-elimination, Wittig reaction, Phosphonium Ylide preparation, reaction mechanism, olefin synthesis, stereoselective synthesis of substituted ethylenes, Fragmentation reactions, Oxidative decarboxylation of acids, Stereospecific synthesis from 1,2-diols, Oxidation & electroorganic oxidations and Reductions by Dissolving Metals, Reduction with hydride - transfer reagents. Reactions at unactivated C-H bonds, the Hoffmann-Loeffler-Freytag reaction, cyclisation reactions of nitrenes, the Barton reaction and related processes-photolysis of organic nitrites and hypohalites, photolysis of N-nitrosoamides, reaction of monohydric alcohols with lead tetra acetate(LTA), miscellaneous reactions.
Design of Organic Synthesis: Synthetic strategies: Introduction and target selection and terminology, target selection, structural verification, biological activity, topological studies, new reactions and reagents, retro synthetic analysis, terms used in retro synthetic analysis, target molecule, functionalization, functional group interchange, disconnection synthons, synthetic equivalent transform, retron different strategies in retro synthetic analysis, C-C disconnection, introduction one group C-C disconnection, two group disconnections, 1,2-, 1,3-, 1,4-, 1,5-, 1,6- difunctional compounds, applications of some important strategies in organic synthesis, chemoselectivity, regioselectivity, stereoselectivity, cyclisation reactions(3 to 7 membered rings), reversal polarity, amine synthesis, consecutive and convergent synthesis and some selected synthesis.
Reference Books:
1) Organic Synthesis, Michael B. Smith. 2nd Edition, Mc Graw Hill, 2005.
2) Some modern methods of organic synthesis, W. Carruthers, 3rd Edition, Cambridge University Press, 2001.
3) Organic Synthesis, The disconnection Approach, S. Warren, Wiley India Edition, John Wiley & Sons, 2007 4. Organic Chemistry, Clayden, Warren and Wothers, Oxford University Press 2001.
4) 4. Organic Chemistry, Clayden, Warren and Wothers, Oxford University Press 2001.
- Teacher: Tewodros Birhanu