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 |
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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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