Learning outcomes

Importance of strategic and tactical decisions in multistep synthesis

Strategically important transformations

Types of synthesis strategy

Tactically important reactions and their application

Goals

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.

Content

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.

Table of contents

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

Exercices

Des exercices facultatifs sont disponibles en ligne.

Assessment method

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.

Sources, references and any support material

Lecture slides are available in PDF format.
 
Additional reading:
J. Clayden, N. Greeves, S. Warren, P. D. Wothers « Organic Chemistry », Oxford University Press;
S. Warren, P. Wyatt « Organic Synthesis: The Disconnection Approach », Second Edition, Wiley;

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.

 

Language of instruction

Français