Teaching GuideTerm
Faculty of Science
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Mestrado Universitario en Ciencias. Tecnoloxías e Xestión Ambiental (plan 2012)
  Structural Analysis and Synthetic Planning
Topic Sub-topic
Unit 1: Mass spectrometry. Ionization methods: IC, FAB, APCI, ESI and MALDI. Applications for obtaining the molecular formula of a compound. Mass spectrometry of biomolecules: proteins and nucleic acids. Tandem mass spectrometry (MS / MS).
Unit 2: Multidimensional NMR technics. The chemical shift and spin-spin coupling. Relaxation in NMR: NOE, nOediff. The polarization transfer: INEPT, DEPT and APT experiments. Two-dimensional NMR spectroscopy, basic concepts. Experiments COSY, HETCOR, NOESY, ROESY and INADEQUATE. Reverse Spectroscopy: HMQC Vs. HSQC. HMBC. Methods of J-resolved: JHH; JCH. Measurements of long-distance coupling constants, LR-COSY and J-HMBC. More complex experiments: 1H-1H TOCSY (HOHAHA), HSQC-TOCSY, HSQC-NOESY and HETLOC.
Unit 3. Structural analysis in Organic Chemistry Strategies for solving combined problems.
Unit 4. Asymmetric synthesis Introduction. Basic principles. Kinetic resolution. Stereoselective synthesis: chiral auxiliaries. Catalytic processes.
Unit 5. Planning and strategies in organic synthesis Retrosynthetic analysis. Selectivity in organic synthesis. Protecting groups in organic synthesis.
Unit 6. Reduction reactions. Reduction of alkenes: Asymmetric hydrogenation. Hydroboration reactions. Reactions of hydroformylation. Reduction of ketones and imines. Hydrogenation reactions. Reactions with oxazoborolidines. Hydrosilylation reactions.
Unit 7. Oxydation reactions. Epoxydation of alkenes. Epoxydation of allylic alcohols. Epoxydation with salts of manganese (salen). Formation of azidirines. Dihydroxylation of alkenes. Aminohydroxylation of alkenes. Oxidation of Baeyer-Villiger and related
Unit 8. Reaction of nucleohylic addition to carbonyl compounds Addition of organometallic zinc. Addition of cyanide ion. Alkylation of aldehydes. The aldol reaction. Addition reactions to imines. Baylis-Hillman reaction. Conjugate Addition Reactions.
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