00152 - Organic Chemistry II

Learning outcomes

Because organic chemistry is a cumulative subject, organic chemistry II is the second part of a sequence designed to give students a more in-depth look at the fundamentals of synthesis, including mechanisms of organic reactions, retrosynthesis and functional group manipulation.  At the end of the course the student is able to understand the reactivity of the polyfunctional compounds as well as to choose appropriate methodologies for the use of protecting groups; to know oxidation and reduction reactions of organic molecules; to understand the roles of nitrogen, phosphorous, sulfur, boron and silicon in organic synthesis. The student will be able to analyze a simple small- molecule target with a functional group or two and be able to figure out a sequence of reactions that will build it from smaller building blocks.

Course contents

1.      A short recall on Amines and aza-derivatives

2.      Understanding Organic Reactions using Electron-Pushing or Arrow-Pushing

3.      Structure and reactivity of alfa,beta-unsatured compound

4.      Aldol reactions and enolate anions, including enol and enolate equivalents (enamines, silyl enol ethers , ecc )

5.      Retrosynthetic analysis and protecting groups

6.      Oxidation and Reduction Reactions

7.      Heterocyclic compounds

8.      Sulfur, phosphorus, boron, silicon, in organic synthesis

9.     Aminoacids

 

Readings/Bibliography

T W Graham Solomons, Craig B Fryhle

Chimica organica

• ISBN 9788808094124
• Zanichelli 2008

 

J. Clayden, N. Greeves and S. Warren

Organic Chemistry  2a Ed.

• ISBN: 978-0-19-927029-3
• Oxford University Press 2012

 

P. Yurkanis Bruice

 Chimica Organica, 2a Ed.

• EdiSES, 2012

 

Teaching methods

• Class lectures (3/4 of time)
• Class exercises (1/4 of time)
• 1 Written self-assessment

Assessment methods

Written examination lasting 150 minutes for 5 exercises. To students will be asked to solve exercises similar to those worked during the course. The test is open-book, retains validity for six months or until new participation to a  written test.

Teaching tools

Lecture handouts available via Internet on AMS-Campus

Office hours

See the website of Emanuela Marotta