Chimica | ADVANCED ORGANIC SYNTHESIS

cod. 0522300022

ADVANCED ORGANIC SYNTHESIS

	0522300022
	DIPARTIMENTO DI CHIMICA E BIOLOGIA "ADOLFO ZAMBELLI"

	CHEMISTRY
	2015/2016

PERCORSO COMUNE

	YEAR OF COURSE 1
	YEAR OF DIDACTIC SYSTEM 2010
	PRIMO SEMESTRE

TEACHING UNITS

	SSD	CFU	HOURS	ACTIVITY	TYPE OF ACTIVITY
	CHIM/06	6	48	LESSONS	SUPPLEMENTARY COMPULSORY SUBJECTS

	Objectives
	TO GIVE ADVANCED KNOWLEDGE OF ORGANIC SYNTHESIS, WITH A SPECIAL FOCUS ON THE MAIN STRATEGIES OF ASYMMETRIC SYNTHESIS, THROUGH EXAMPLES OF THE MORE SIGNIFICANT METHODOLOGIES. KNOWLEDGE AND UNDERSTANDING: BY THE END OF THE COURSE THE STUDENT WILL HAVE ACQUIRED EXTENSIVE KNOWLEDGE OF THE MAIN STRATEGIES AND METHODS OF ASYMMETRIC ORGANIC SYNTHESIS, INCLUDING SOME MODERN METHODOLOGIES IN THIS FIELD OF STUDY. APPLYING KNOWLEDGE AND UNDERSTANDING: THE STUDENT WILL BE ABLE TO APPLY THE KNOWLEDGE TO SOLVE PROBLEMS RELATED TO THE ENANTIOSELECTIVE SYNTHESIS OF COMPLEX ORGANIC MOLECULES. MAKING JUDGEMENTS: STUDENTS ARE ENCOURAGED TO DEVELOP CRITICAL THINKING ABOUT CONTENTS, THROUGH QUESTIONS AND DEBATES ABOUT THE TOPICS COVERED. COMMUNICATION ABILITIES: STUDENTS ARE ENCOURAGED TO INTERACT WITH THE TEACHER, ASKING AND ANSWERING QUESTIONS DURING THE LESSONS. IN THE FINAL ASSESSMENT THE STUDENT IS ASKED TO SOLVE A SYNTHETIC PROBLEM AND ORALLY EXPLAIN THE RELATED TOPIC. CAPACITIES TO CONTINUE LEARNING: THE GENERAL CONCEPTS LEARNED WILL BE USEFUL TO ADDRESS SPECIFIC PROBLEMS AND TOPICS OF ADVANCED ORGANIC SYNTHESIS NOT DIRECTLY TREATED DURING THE COURSE.

TO GIVE ADVANCED KNOWLEDGE OF ORGANIC SYNTHESIS, WITH A SPECIAL FOCUS ON THE MAIN STRATEGIES OF ASYMMETRIC SYNTHESIS, THROUGH EXAMPLES OF THE MORE SIGNIFICANT METHODOLOGIES.
KNOWLEDGE AND UNDERSTANDING: BY THE END OF THE COURSE THE STUDENT WILL HAVE ACQUIRED EXTENSIVE KNOWLEDGE OF THE MAIN STRATEGIES AND METHODS OF ASYMMETRIC ORGANIC SYNTHESIS, INCLUDING SOME MODERN METHODOLOGIES IN THIS FIELD OF STUDY.
APPLYING KNOWLEDGE AND UNDERSTANDING: THE STUDENT WILL BE ABLE TO APPLY THE KNOWLEDGE TO SOLVE PROBLEMS RELATED TO THE ENANTIOSELECTIVE SYNTHESIS OF COMPLEX ORGANIC MOLECULES.
MAKING JUDGEMENTS: STUDENTS ARE ENCOURAGED TO DEVELOP CRITICAL THINKING ABOUT CONTENTS, THROUGH QUESTIONS AND DEBATES ABOUT THE TOPICS COVERED.
COMMUNICATION ABILITIES: STUDENTS ARE ENCOURAGED TO INTERACT WITH THE TEACHER, ASKING AND ANSWERING QUESTIONS DURING THE LESSONS. IN THE FINAL ASSESSMENT THE STUDENT IS ASKED TO SOLVE A SYNTHETIC PROBLEM AND ORALLY EXPLAIN THE RELATED TOPIC.
CAPACITIES TO CONTINUE LEARNING: THE GENERAL CONCEPTS LEARNED WILL BE USEFUL TO ADDRESS SPECIFIC PROBLEMS AND TOPICS OF ADVANCED ORGANIC SYNTHESIS NOT DIRECTLY TREATED DURING THE COURSE.

	Prerequisites
	FUNDAMENTALS OF ORGANIC CHEMISTRY I AND II.

	Contents
	BASIC NOTIONS OF STEREOCHEMISTRY. THE SIGNIFICANCE OF THE SYNTHESIS OF NON-RACEMIC PRODUCTS. NON-STEREOSELECTIVE AND DIASTEREOSELECTIVE "EX CHIRAL POOL" SYNTHESES. MAIN STRATEGIES OF ASYMMETRIC SYNTHESIS: ADVANTAGES AND DISADVANTAGES OF EACH APPROACH. CHIRAL AUXILIARY-BASED ASYMMETRIC SYNTHESIS. CHIRAL REAGENT-CONTROLLED ASYMMETRIC SYNTHESIS. ASYMMETRIC CATALYSIS: (A) BIOCATALYSIS, (B) ENANTIOSELECTIVE METAL CATALYSTS, (C) ASYMMETRIC ORGANOCATALYSIS.

Contents

BASIC NOTIONS OF STEREOCHEMISTRY. THE SIGNIFICANCE OF THE SYNTHESIS OF NON-RACEMIC PRODUCTS. NON-STEREOSELECTIVE AND DIASTEREOSELECTIVE "EX CHIRAL POOL" SYNTHESES. MAIN STRATEGIES OF ASYMMETRIC SYNTHESIS: ADVANTAGES AND DISADVANTAGES OF EACH APPROACH. CHIRAL AUXILIARY-BASED ASYMMETRIC SYNTHESIS. CHIRAL REAGENT-CONTROLLED ASYMMETRIC SYNTHESIS. ASYMMETRIC CATALYSIS: (A) BIOCATALYSIS, (B) ENANTIOSELECTIVE METAL CATALYSTS, (C) ASYMMETRIC ORGANOCATALYSIS.

	Teaching Methods
	LECTURES

	Verification of learning
	THROUGH AN ORAL EXAMINATION, THE STUDENT’S ABILITY TO SOLVE A PROBLEM OF ASYMMETRIC SYNTHESIS, ON THE GROUND OF THE ACQUIRED KNOWLEDGE, IT WILL BE ASSESSED.

	Texts
	SINTESI ASIMMETRICA, GARRY PROCTER, 2000, EDISES S.R.L. – NAPOLI; PRINCIPLES AND APPLICATION OF ASYMMETRIC SYNTHESIS, GUO-QIANG LIN, YUE-MING LI, ALBERT S.C. CHAN, J. WILEY AND SONS, 2001; COMPREHENSIVE ASYMMETRIC CATALYSIS, ERIC N. JACOBSEN , ANDREAS PFALTZ, HISASHI YAMAMOTO (EDS.), SPRINGER-VERLAG, 2000; STEREOCHEMISTRY OF ORGANIC COMPOUNDS, ERNEST L. ELIEL, SAMUEL H. WILEN, J. WILEY AND SONS, 1994.

Texts

SINTESI ASIMMETRICA, GARRY PROCTER, 2000, EDISES S.R.L. – NAPOLI;
PRINCIPLES AND APPLICATION OF ASYMMETRIC SYNTHESIS, GUO-QIANG LIN, YUE-MING LI, ALBERT S.C. CHAN, J. WILEY AND SONS, 2001;
COMPREHENSIVE ASYMMETRIC CATALYSIS, ERIC N. JACOBSEN , ANDREAS PFALTZ, HISASHI YAMAMOTO (EDS.), SPRINGER-VERLAG, 2000;
STEREOCHEMISTRY OF ORGANIC COMPOUNDS, ERNEST L. ELIEL, SAMUEL H. WILEN, J. WILEY AND SONS, 1994.