Chapter 13, Problem 12PP

Interpretation Introduction

Interpretation:

For each case, the formation of two enantiomers in the given reaction and the structural stereochemical relation between the enantiomers formed are to be determined.

Concept introduction:

A Diels Ander reaction is one between a conjugate diene and a reactant containing a double bond (dienophile) to form a product. The product is called adduct.

Diels Ander reactions are highly stereospecific. The configuration of the dienophile is retained in the product, and the reaction is a syn addition reaction.

The dienes react with dienophiles in cis forms rather than trans forms.

Endo and exo refer to the orientation of the dienophile and its electron-withdrawing group when it reacts with a diene in a Diels Ander reaction.

Endo is favored in the transition state of aDiels Ander reaction because it has a lower energy.