engleski

Diels-Alder Reaction (Part 1)

Since its first disclosure in 1928, the Diels-Alder reaction has emerged as a highly powerful tool in the chemist’s arsenal. The versatility of these [4+2]- cycloadditions led to applications in many different areas of organic chemistry including natural product total and semi-synthesis, medicinal chemistry or macromolecular chemistry. Besides, the mechanistic understanding at the molecular level of stereo and electronic effects has allowed the drastic improvements of old and development of many novel versions of these reactions. For example, the intramolecular variations, the hetero-Diels-Alder reactions, the catalytic, the metal-assisted and/or the asymmetric versions, among others, have been developed. Despite all the work conducted in this field, the Diels-Alder cycloadditions still remain an inexhaustible spring of new applications and a stimulating topic of the modern organic chemistry research. This Special Issue features mainly the last decade developments on Diels-Alder reactions. Eleven independent accounts highlighting a different aspect of these reactions are proposed and are divided in two separate parts. The first part principally focuses on methodology aspects of Diels-Alder cycloadditions. Thus, developments of the inverse electron demand Diels-Alder reactions are shown by Brachet and Belmont. The scope of the hetero-Diels-Alder cycloadditions is reviewed by Blond, Gulea and Mamane and summarizes the use of hetero-dienes as well as dienophiles in organic chemistry. Gao-Soka focuses on Diels-Alder click chemistry for a fast access to macromolecules such as hydrogels or polymers. The topic of metal-promoted Diels-Alder reaction, written by Gallier, subjects the metallic Lewis acids activations that substantially increase the rates and the stereo-, regio- and chemoselectivities. Finally, advances in the development of artificial enzyme catalyzed Diels-Alder cycloadditions are presented by Markovi. Selected examples of the use of complex catalytic systems based on proteins, RNA and DNA fragments to be active as Diels-Alderases are provided.

Diels Alder reaction, cycloadditions, mechanistic studies

nije evidentirano