Abstract
Intramolecular Diels-Alder reactions have become commonly employed transformations in the repertoire of the synthetic organic chemist. Variants of this reaction, which incorporate heteroatoms in the diene and dienophile, are also popular. Surprisingly, one of the least utilized intramolecular Diels-Alder cycloadditions utilizes a carbonyl (either an aldehyde or ketone) as a dienophile. While aldehyde dienophiles are routinely used in intermolecular Diels-Alder reactions, the intramolecular variant is significantly rarer. In this mini-review we will examine the known examples of intramolecular Diels-Alder reactions utilizing aldehyde or ketone dienophiles and evaluate the advantages and challenges associated with these reactions.
Keywords: 1, 3-diene, aldehyde, cycloaddition, Diels-Alder, ketone, pyran.
Graphical Abstract
Call for Papers in Thematic Issues
Navigating the 2D Universe in Organic Chemistry
This special issue explores the transformative impact of two-dimensional (2D) materials on the realm of organic chemistry, unraveling new possibilities for synthesis, functionalization, and applications of organic compounds. Focused on the unique chemistry within this novel dimension, the issue highlights breakthroughs in the field of 2D organic chemistry. Contributions are ...read more
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