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Two of the textbooks used for the course:

Advanced Organic Chemistry, F. A. Carey; R. J. Sundberg

Advanced Organic Chemistry, M. B. Smith, J. March.

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PROBLEMS RELATED TO NATURAL PRODUCTS 1 Complete the following reaction sequences: CHO H d) HO H OH H OH OH CHO CHO 1) NH2OH 2) Ac2O (exc.) 3)KOH, MeOH e) HO H H 1) A OH 2) B 3) C OH H HO H OH H OH OH CHO HO + HO H H H OH OH 2. Propose an efficient synthesis of linoleic and linolenic acids using the indicated starting materials and appropriate (in your opinion) reagents: 3. Complete the following total synthesis of progesterone (Johnson, 1968): 4. Complete the indicated transformations in the partial synthesis of noretisterone from estrone: 5. Complete the following enantioselective syntheses of aminoacids. O O O O O NH Ph R HO O R N H N NH2 Ph HO O Ph O O R HO O N H NH2 NH2 6. Suggest two syntheses for Ile-Leu-Phe tripeptide, one based on classical solution chemistry and the other one on solid phase chemistry. ...
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