Organocatalytic Cascade Reaction of Aliphatic Enals and Benzoylnitromethane: Synthesis of Enantioenriched Tetrasubstituted Cyclohexene Carbaldehyde

Autor: Fredy A. David Rodriguez, Mauricio Maldonado Villamil, James Guevara-Pulido
Jazyk: angličtina
Rok vydání: 2020
Předmět:
Zdroj: Journal of Chemistry, Vol 2020 (2020)
Druh dokumentu: article
ISSN: 2090-9063
2090-9071
DOI: 10.1155/2020/9248793
Popis: A new example of the reactivity of enals with benzoylnitromethane was studied in a Michael-Michael-Aldol-Dehydration quadruple organocascade reaction. The reaction unexpectedly yielded a tetrasubstituted cyclohexene carbaldehyde with excellent enantiomeric excess when crotonaldehyde was used as the Michael-acceptor, whereas using (E)-Hex-2-enal as the Michael-acceptor formed a cyclic hemiacetal by steering the reaction into the intramolecular formation of the same intermediate via a Michael-Heterocyclization domino reaction.
Databáze: Directory of Open Access Journals
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