Organic & Biomolecular Chemistry 2008-09-21

Brønsted-acid and Brønsted-base catalyzed Diels-Alder reactions.

Juan Shen, Choon-Hong Tan

Index: Org. Biomol. Chem. 6(18) , 3229-36, (2008)

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Abstract

The enantioselective Diels-Alder reaction is one of the most important reactions for the synthesis of complex molecules. It provides access to chiral six-membered carbocyclic compounds containing up to four stereogenic centers in a single step. Asymmetric catalysis in the Diels-Alder reaction has mainly been realized using chiral Lewis acids. In this perspective, we describe several cases of chiral Brønsted-acid and Brønsted-base catalyzed Diels-Alder reactions, providing an overview of this rapidly growing field.