Pericyclic reactions: cycloadditions and Diels-Alder reactions

Pericyclic reactions: cycloadditions and Diels-Alder reactions

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Cycloadditions: Introduction

Cycloadditions are among the most important reactions in organic synthesis. As the name suggests, this class of reactions is suitable for the preparation of cyclic compounds of various ring sizes. In addition, they are mostly regional and stereoselective. In the case of difficult synthetic problems, one often even accepts a detour in order to be able to exploit the high synthetic potential of a cycloaddition.

In order to organize the multitude of different reactions, Hoffmann proposed the following classification system, in which the number of electrons involved in each component is counted:

Some of these reactions also have special names or are named after those who discovered them (Diels-Alder reaction, 1,3-dipolar cycloaddition, Paterno-Büchi reaction, etc.). There is also another ordering principle, which was proposed by Huisgen and which counts the number of atoms in each of the two components that take part in the reaction and are built into the ring.

The ring size in the cycloadduct can then be derived directly from this counting method.

Video: Diels Alder Reaction Experiment Part 2, Reflux and Isolation (July 2022).


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