Advanced Organic Chemistry
General data
Course ID: | 1200-2EN-AOCHLE1M |
Erasmus code / ISCED: |
13.3
|
Course title: | Advanced Organic Chemistry |
Name in Polish: | Advanced Organic Chemistry |
Organizational unit: | Faculty of Chemistry |
Course groups: | |
ECTS credit allocation (and other scores): |
(not available)
|
Language: | English |
Type of course: | elective courses |
Prerequisites (description): | A student is supposed to have the knowledge of advanced organic chemistry required for the entrance examination for II degree studies in Chemistry at the Faculty of Chemistry, University of Warsaw. |
Mode: | Classroom |
Short description: |
This course is designed to provide graduate level of knowledge on diastereoselective and enantioselective organic synthesis. An emphasis will be placed on understanding of influence of mechanism and transition state structure on a stereoselective outcome of the reaction. The most important concepts will be illustrated by the total syntheses of complex natural compounds. |
Full description: |
The lecture is aimed at presentation of basic concepts and modern methods of asymmetric organic synthesis. The first part of the lecture will introduce fundamental concepts and definitions: chemoselectivity, regioselectivity, stereoselectivity, enantio- and diastereoselectivity. Next, methods for determination of enantiomeric and diastereoisomeric excess will be critically discussed. The next lectures will focus on additions of organometalic reagents to carbonyl group including thorough discussion of Cram and Felkin-Ankh models, with emphasis on broad applicability of Felkin-Ankh model in asymmetric synthesis. Following lectures will introduce methods for synthesis of chiral molecules with new stereogenic centers based on EPC synthesis, chiral auxiliary and chiral catalyst. The emphasis will be put on the modern enantioselective synthesis. Each concept will be thoroughly illustrated with chemical literature examples of important organic reactions: - basics of homo- and hetero-Diels-Alder reactions, - organometallic additions to carbonyl group, including Grignard reagents, organolithium compounds, dialkylzinc compounds, - asymmetric allylic alkylation catalyzed by palladium, molybdenum and iridium complexes. - basics of organocatalysis Lecture = 30 hours. Individual preparation for each lecture (1.0 h weekly) = 15 hours. Preparation for the exam = 25 hours. Together = approximately 70 hours. |
Bibliography: |
References to appropriate articles in chemical journals will be given during the course. |
Learning outcomes: |
After completing the lecture, a student: a) should be able to choose best method for determination of enantioselectivity b) should be able to build a stereochemical model for simple enantio- and diastereoselective reactions c) have a basic knowledge about most important methods for the stereogenic center generation. |
Assessment methods and assessment criteria: |
Stationary final examination with open-ended questions. Writing time 90 minutes. |
Practical placement: |
Not applicable |
Copyright by University of Warsaw.