Synthesis of α-Acyloxyketone Derivatives via the Platinum-Catalyzed Migration of Propargylic Esters.
Chem Pharm Bull (Tokyo)
; 63(9): 710-9, 2015.
Article
en En
| MEDLINE
| ID: mdl-26329864
ABSTRACT
The synthesis of α-acyloxyketones via the migration of a propargylic ester followed by the intramolecular nucleophilic addition of the resulting allene was achieved using a cationic platinum catalyst. The optimized conditions for this transformation were determined to be 3 mol% of Pt(cod)Cl2, 3 mol% of AgNTf2, and 3 eq of water in toluene at 100 °C, and these conditions were successfully applied to the synthesis of a wide variety of α-aryl-α-acyloxyketones. The mechanism of this reaction was evaluated in detail based on the results of isotope labeling experiments using H2(18)O.
Texto completo:
1
Colección:
01-internacional
Base de datos:
MEDLINE
Asunto principal:
Compuestos Organoplatinos
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Acetona
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Platino (Metal)
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Alquinos
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Ésteres
/
Éteres
Idioma:
En
Revista:
Chem Pharm Bull (Tokyo)
Año:
2015
Tipo del documento:
Article