Importance of strategic and tactical decisions in multistep synthesis
Strategically important transformations
Types of synthesis strategy
Tactically important reactions and their application
Allow the students to come to grips with the most common strategic decisions taken in complex molecule synthesis, and to implement syntheses using appropriate tactical choices.
The history of complex molecule synthesis, retrosynthesis, as well as the concepts of strategy and tactics are introduced.
Each strategic concept is illustrated by one or several examples of multistep syntheses.
1. Introduction
2. Ring-forming Reactions
3. Symmetry-based Strategies
4. Latent Functionality
5. Tethering
6. Tandem and Domino Processes
7. Multicomponent Reactions
8. Iterative Reactions and Bidirectional Synthesis
9. Parallel and Combinatorial Synthesis
10. Supramolecular Control
11. Biological Methods
12. Biomimetic Synthesis
Des exercices facultatifs sont disponibles en ligne.
The course is evaluated by a personal (or group) work consiting of 2 parts:
1. A presentation summarising a published complex synthesis and highlighting its main strategic features;
2. A written synthesis proposal for a complex target molecule that will be discussed after the presentation.
S. Warren, P. Wyatt « Organic Synthesis: Strategy and Control », Wiley;
R. Brückner « Advanced Organic Chemistry: Reaction Mechanisms », Academic Press;
K. C. Nicolaou, E. J. Sorensen « Classics in Total Synthesis », Wiley-VCH;
K. C. Nicolaou, S. A. Snyder « Classics in Total Synthesis II », Wiley-VCH;
L. Kürti, B. Czakó « Strategic Applications of Named Reactions in Organic Synthesis », Elsevier.
T. Hudlicky, J. W. Reed « The Way of Synthesis », Wiley-VCH;
E. J. Corey, X.-M. Cheng « The Logic of Chemical Synthesis », Wiley-Interscience.