Cinchona Derivatives as Bifunctional H‐bonding Organocatalysts in Asymmetric Vinylogous Conjugate Addition Reactions

Asymmetric vinylogous conjugate addition reactions constitute an essential class of enantioselective C−C bond‐forming transformations characterized by remote functionalization of substrates and the construction of distal stereocenters. After the renaissance of organocatalysis in 2000, vinylogous add...

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Veröffentlicht in:Asian journal of organic chemistry 2022-02, Vol.11 (2), p.n/a
Hauptverfasser: Joshi, Harshit, Singh, Vinod K.
Format: Artikel
Sprache:eng
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Zusammenfassung:Asymmetric vinylogous conjugate addition reactions constitute an essential class of enantioselective C−C bond‐forming transformations characterized by remote functionalization of substrates and the construction of distal stereocenters. After the renaissance of organocatalysis in 2000, vinylogous addition methodologies have seen new horizons of development. Cinchona alkaloids and some of their derivatives have appeared as efficient chiral catalysts in several organic transformations. Their non‐toxicity, low cost, availability in pseudo‐enantiomeric forms, and “open flask” reaction procedures have been the main reasons behind their success in asymmetric synthesis. These organocatalysts have also shown remarkable applications in vinylogous chemistry. This mini‐review covers the developments of asymmetric vinylogous conjugate addition (VCA) reactions under bifunctional cinchona alkaloids/derivatives catalysis. Owing to their privileged architecture, cinchona alkaloid derivatives as catalysts are a huge success in asymmetric synthesis. Cinchona‐based bifunctional H‐bonding organocatalysts are instrumental in inducing a sense of chirality in several organic transformations. This mini‐review covers applications of these bifunctional organocatalysts in orchestrating asymmetric vinylogous conjugate addition reactions.
ISSN:2193-5807
2193-5815
DOI:10.1002/ajoc.202100053