Dienolate Annulation Approach for Assembly of Densely Substituted Aromatic Architectures.
J Org Chem
; 86(15): 10555-10567, 2021 08 06.
Article
em En
| MEDLINE
| ID: mdl-34283591
ABSTRACT
The efficient assembly of complex aromatic structures from simple acyclic building blocks is reported. An anion-cascade union of an enoate and a conjugated imine affords cyclohexenone products, which are readily aromatized to phenols. By engaging the intermediate cyclohexenones with Grignard reagents, a facile addition/elimination proceeds yielding chiral cyclohexadienes, which are then aromatized. In a complementary approach, the cyclohexenone products are converted into enol triflates, which provides a gateway to diverse aromatic architectures following cross-couplings and aromatization steps.
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01-internacional
Base de dados:
MEDLINE
Assunto principal:
Cicloexenos
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Idioma:
En
Revista:
J Org Chem
Ano de publicação:
2021
Tipo de documento:
Article