ADVANCES IN ORGANIC SYNTHESIS

Ines BRUNO ADVANCES IN ORGANIC SYNTHESIS

0760400047
DIPARTIMENTO DI FARMACIA
EQF7
PHARMACEUTICAL CHEMISTRY AND TECHNOLOGY
2024/2025

YEAR OF COURSE 5
YEAR OF DIDACTIC SYSTEM 2023
SPRING SEMESTER
CFUHOURSACTIVITY
648LESSONS
Objectives
THE TEACHING AIMS TO PROVIDE STUDENTS WITH THE ABILITY TO ANALYSE THE CHEMICAL COURSE OF REACTIONS IN THEIR THREE-DIMENSIONALITY AND TO ACQUIRE UPDATED KNOWLEDGES ON THE ASYMMETRIC SYNTHESIS APPROACHES AND ON THE MOST RECENT AND EFFICIENT PROCEDURES OF ORGANIC SYNTHESIS FOR THE CONSTRUCTION OF NEW C-C BONDS IN COMPLEX MOLECULES.
KNOWLEDGE AND UNDERSTANDING
AT THE END OF THE COURSE THE STUDENT WILL ACQUIRE:
-THE KNOWLEDGE OF THE MOST MODERN AND ADVANCED ORGANIC SYNTHESIS STRATEGIES INVOLVING THE USE OF ORGANOMETALLIC REAGENTS FOR THE CONSTRUCTION OF NEW C-C BONDS.
- THE KNOWLEDGE OF THE MAIN STRATEGIES USED TO DEVELOP AN ASYMMETRIC SYNTHESIS.
-THE KNOWLEDGE OF ADVANCED TRANSFORMATION REACTIONS OF FUNCTIONAL GROUPS FOR THE DESIGN AND SYNTHESIS OF COMPLEX ORGANIC MOLECULES.
MAKING JUDGMENTS
AT THE END OF THE COURSE THE STUDENT WILL BE ABLE TO:
-CRITICALLY APPLY MULTISTAGE SYNTHETIC PROTOCOLS FOR THE DESIGN AND SYNTHESIS OF COMPLEX ORGANIC MOLECULES.
-PREDICT THE STEREOCHEMICAL COURSE OF SOME ORGANIC REACTIONS BY APPLYING SPECIFIC THEORETICAL MODELS.
-TO APPROPRIATELY APPLY APPROACHES OF DISCONNECTION, C-C BOND FORMATION, PROTECTION AND ORTHOGONAL DEPROTECTION OF CHEMICAL GROUPS IN MULTIFUNCTIONAL MOLECULES.
COMMUNICATION SKILLS
THE STUDENT WILL BE ABLE TO:
-UNDERSTAND AND ANALYSE A GIVEN PROBLEM AND PROPOSE APPROPRIATE SOLUTIONS.
-RESEARCH AND CRITICALLY ANALYSE SCIENTIFIC DATA BASING ON WHICH HE WILL BE ABLE TO PROPOSE EFFECTIVE SOLUTIONS.
ABILITY TO LEARN
THE STUDENT WILL BE ABLE TO:
- USE APPROPRIATE TECHNICAL LANGUAGE.
- SUPPORT, BASED ON AN AUTONOMOUS ACQUIRED JUDGMENT, DISCUSSIONS CONCERNING SCIENTIFIC PROBLEMS IN GENERAL.
-UNDERSTAND AND ANALYSE SCIENTIFIC PUBLICATIONS RELATED TO THE STUDIED DISCIPLINES.
- CARRY OUT BIBLIOGRAPHIC RESEARCH BOTH WITH TRADITIONAL AND COMPUTERIZED MEANS TO FIND THE SOLUTION TO SPECIFIC PROBLEMS
Prerequisites
IN ORDER TO UNDERSTAND AND KNOW HOW TO APPLY MOST OF THE TOPICS COVERED IN THE TEACHING, IT IS NECESSARY TO HAVE PASSED THE PREPARATORY EXAMINATION OF ORGANIC CHEMISTRY I AND II
Contents
THE TEACHING INCLUDES 48 HOURS WHICH, BASING ON THE ISSUES ARE ORGANIZED AS FOLLOWS: DEEPENING THE CONCEPT OF MOLECULAR CHIRALITY, ANALYSIS OF THE SYMMETRY ELEMENTS AND OF THE STEREOGENIC ELEMENTS PRESENT IN A MOLECULE ( 5 H); DEEPENING OF THE CONCEPTS OF TROPISM AND ISOMERISM (2 H); APPROACHES OF ASYMMETRIC SYNTHESIS (4 H); CRAM RULE AND FELKIN-AHN MODEL FOR THE PREDICTION OF THE STEREOCHEMISTRY OF THE PRODUCTS OF NUCLEOPHILIC ADDITION TO CARBONYL CARBON WITH A STEREOCENTER IN ALPHA (4 H); METHODS FOR DETERMINING THE RELATIVE AND ABSOLUTE CONFIGURATION OF STEREOGENIC CENTERS (3 H); ASYMMETRIC ALDOL REACTIONS (4 H); EXAMPLES OF REACTIONS IN HETEROGENEOUS AND HOMOGENEOUS PHASE, CHIRAL CATALYSTS FOR HOMOGENEOUS PHASE HYDROGENATION (3 H); EXAMPLES OF ORGANOCATALYZED REACTIONS (3 H); PALLADIUM CATALYZED CROSS-COUPLING REACTIONS (STILLE, NEGISHI, SONOGASHIRA, SUZUKI AND HECK REACTIONS) (4 H); MULTICOMPONENT ONE POT REACTIONS (BIGINELLI, PASSERINI, UGI, ETC.) (4 H); SOLID PHASE PEPTIDE SYNTHESIS APPROACHES (3 H); DEFINITION AND EXAMPLES OF CLICK CHEMISTRY PROCESSES (2 H); EXAMPLES OF REACTIONS OF OLEFINIC METATHESIS (2 H); STEREOSELECTIVE OLEFINATION REACTIONS (2 H); INTRODUCTION TO BIOORTOGONAL CHEMISTRY (3 H).
Teaching Methods
THE TEACHING INCLUDES 48 HOURS (6 CREDITS) OF TEACHING CONSISTING OF LECTURES DURING WHICH STUDENTS WILL HAVE THE OPPORTUNITY TO APPLY THE KNOWLEDGE AND SKILLS ACQUIRED EVEN IN CONTEXTS DIFFERENT FROM THOSE PROPOSED IN THE LESSON. ATTENDANCE IS MANDATORY.
IN ORDER TO TAKE THE FINAL EXAM, THE STUDENT MUST HAVE ATTENDED AT LEAST 75% OF THE TEACHING HOURS.
Verification of learning
INTERACTIVE EXERCISES WILL BE CARRIED OUT DURING THE COURSE. THE ACHIEVEMENT OF THE TEACHING GOALS IS CERTIFIED BY PASSING AN EXAM WITH AN EVALUATION IN THIRTIETHS. THE TEST CONSISTS OF AN ORAL EXAM LASTING APPROXIMATELY 30 MINUTES.
  THE ORAL EXAM CONSISTS OF AN INTERVIEW WITH QUESTIONS AND DISCUSSION ON THE THEORETICAL AND METHODOLOGICAL CONTENTS INDICATED IN THE TEACHING PROGRAM, AND IS AIMED AT ASCERTAINING THE LEVEL OF KNOWLEDGE AND THE LEVEL OF COMPETENCE REACHED AS WELL AS THE LANGUAGE PROPERTIES, THE LOGICAL ABILITY TO ARGUE AND THE LEVEL OF AUTONOMY IN PROPOSING THE MOST APPROPRIATE APPROACH TO SOLVE THE PROBLEM REQUIRED.
TAKING THIS INTO ACCOUNT, THE MARK WILL BE SUFFICIENT (18-23) IF THE STUDENT KNOWS AT LEAST 80% OF THE TOPICS COVERED, IT WILL BE FULL SUFFICIENT (24-27) IF HE IS ABLE TO MAKE CONNECTIONS BETWEEN THE VARIOUS TOPICS, WILL BE OF EXCELLENCE (28-30 CUM LAUDE) IF HE SHOWS CRITICAL SKILLS AND IS ABLE TO USE AN APPROPRIATE TECHNICAL-SCIENTIFIC LANGUAGE
Texts
THE USE OF THE FOLLOWING REFERENCE TEXTS IS RECOMMENDED
GARRY PROCTER, SINTESI ASIMMETRICA, EDISES
FRANCIS A.CAREY AND R.J. SUNDBERG, ADVANCED ORGANIC CHEMISTRY, PART A AND PART B, THIRD EDITION, PLENUM PUBLISHING CORPORATION
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