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Amine catalysis, through HOMO-activating enamine and LUMO-activating iminium-ion formation, is receiving increasing attention among other organocatalytic strategies, for the activation of unmodified carbonyl compounds. Particularly, the HOMO-raising activation concept has been applied to the greatest number of asymmetric transformations through enamine, dienamine, and SOMO-activation strategies. Recently, trienamine catalysis, an extension of amine catalysis, has emerged as a powerful tool for synthetic chemists with a novel activation strategy for polyenals/polyenones. In this review article, we discuss the initial developments of trienamine catalysis for highly asymmetric Diels–Alder reactions with different dienophiles and emerging opportunities for other types of cycloadditions and cascade reactions.
A review, with 19 references, summarising recent developments of the use of trienamine catalysts as activated dienes in situ generated from polyenals/polyenones and amine catalysts for highly selective Diels–Alder reactions with various dienophiles.
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Organic & Biomolecular Chemistry
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