Recyclable Hypervalent-Iodine-Mediated Dehydrogenative α,ß'-Bifunctionalization of ß-Keto Esters Under Metal-Free Conditions.
Chemistry
; 21(37): 13052-7, 2015 Sep 07.
Article
em En
| MEDLINE
| ID: mdl-26215427
ABSTRACT
We have developed a method for recyclable hypervalent-iodine-mediated direct dehydrogenative α,ß'- bifunctionalization of ß-ketoesters and ß-diketones under metal-free conditions, which affords a straightforward way to synthesize benzo-fused 2,3-dihydrofurans. This efficient, mild method, which has a wide substrate scope and good functional-group tolerance, was used for the multistep synthesis of the protected aglycone of a naturally occurring phenolic glycoside. A mechanism involving Michael addition to an enone intermediate and subsequent oxidative cyclization is proposed.
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Base de dados:
MEDLINE
Idioma:
En
Revista:
Chemistry
Assunto da revista:
QUIMICA
Ano de publicação:
2015
Tipo de documento:
Article