N-Heterocyclic Carbene-Catalyzed α,ß-Unsaturated Aldehydes Umpolung in Fullerene Chemistry: Construction of [60]Fullerene-Fused Cyclopentan-1-ones and Cyclohex-2-en-1-ones.
Org Lett
; 20(16): 4801-4805, 2018 08 17.
Article
em En
| MEDLINE
| ID: mdl-30052460
ABSTRACT
The first umpolung strategy for the cycloacylation of fullerene using a N-heterocyclic carbene organocatalyst is reported. The coupling of [60]fullerene with different structural α,ß-unsaturated aldehydes efficiently furnishes interesting [60]fullerene-fused cyclopentan-1-ones or cyclohex-2-en-1-ones in good to excellent yields. This new reaction displays a wide substrate scope and excellent functional-group tolerance, and diverse substituents such as aryl, heteroaryl, alkenyl, alkyl, and ester can be installed by using the corresponding enals.
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01-internacional
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MEDLINE
Idioma:
En
Ano de publicação:
2018
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Article