Asymmetric trienamine catalysis: new opportunities in amine catalysis
- 13 November 2012
- journal article
- review article
- Published by Royal Society of Chemistry (RSC) in Organic & Biomolecular Chemistry
- Vol. 11 (5), 709-716
- https://doi.org/10.1039/c2ob26681d
Abstract
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.Keywords
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