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Cyclic 1‐Azadienes in the Organocatalytic Inverse‐Electron‐Demand Aza‐Diels‐Alder Cycloadditions

Anna Skrzyńska, Sebastian Frankowski, Łukasz Albrecht

2020Asian Journal of Organic Chemistry29 citationsDOI

Abstract

Abstract The inverse‐electron‐demand hetero‐Diels‐Alder (IEDHDA) reaction constitutes a useful and highly reliable method for the construction of various heterocycles. In the manuscript, a recent progress in the organocatalytic IEDHDA cycloaddition using cyclic 1‐azadienes as hetero‐dienes has been summarized and discussed. Since 2010 many interesting, new reactions involving these substrates have been identified and developed. They are based on various organocatalytic activation modes providing access to valuable nitrogen‐heterocycles. Excellent stereochemical reliability of asymmetric organocatalysis combined with the importance of the structural motifs obtained as a result of the cycloaddition makes these strategies highly relevant for the contemporary organic synthesis.

Topics & Concepts

CycloadditionChemistryOrganocatalysisDiels–Alder reactionInverseCombinatorial chemistryEnantioselective synthesisCatalysisOrganic chemistryMathematicsGeometryAsymmetric Synthesis and CatalysisCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions
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