cod. 1001533

Academic year 2010/11
1° year of course - Second semester
Academic discipline
Chimica organica (CHIM/06)
Discipline chimiche organiche
Type of training activity
48 hours
of face-to-face activities
6 credits
course unit
in - - -

Learning objectives

The main objective of the course is to give to the students the tools for an efficient design for the synthesis of complex organic compounds on the light of the request of the modern eco-compatible chemistry


It is requested the have attended the Organic Chemistry I and Organic Chemistry II courses and the related Laboratory courses

Course unit content

Organic synthesis in the past and the modern criteria for making green synthetic processes. Retrosynthetic analysis. Order of events. One-group C-C disconnection. Disconnections 1,1-, 1,2- and 1,3-di C-X under direct and reversed polarity. One-C-C bond disconnection. Disconnection 1,1-, 1,2- and 1,3-di C-C. Sterocontrol. Stereospecific and stereoselctive processes. Carbonyl condensation. Disconnections 1,2-, 1,3-, 1,4-, 1,5- and 1,6-di C-O. Reconnection. Approach to cyclic and not aromatic heterocyclic systems. Access to 3, 4, 5, 6 and 7 ring systems. Kinetic and thermodynamic problems involved and choice of the best synthetic route. Pericyclic reactions. Kinetic and thermodynamic control in pericyclic reactions. Orbital symmetry role in thermal and photochemical processes. Electrocyclic reactions. Sigmatropic reactions. 2+2 and 4+2 cycloaddition reactions. 1,3-dipolar cycloadditions. Application of the empirical Woodward-Hoffmann rules.

Full programme

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F.A. Carey, R.J. Sundberg Advanced Organic Chemistry (3rd edition): Part B: Reactions and Synthesis; Plenum Press; 1990.

S. Warren Organic Synthesis, The Disconnection Approach Wiley and sons; 1982.

Teaching methods

The course is organized in two parts: a theoretical part concerning the synthetic strategies and a second part with exercises concerning the synthesis of complex organic compounds.

Assessment methods and criteria

Oral examination

Other information

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