Addition of both Grignard reagents or hydride reducing agents to the ester group of the readily available 2,4-dioxoalkanoates, while the 1,3-diketone fragment is suitably masked both in form of an isoxazole ring or as an enaminone function, allows a useful preparation of a variety of α'-hydroxy-1, 3-diketone moieties. Acid-promoted cyclodehydration of these compounds leads to 3(2H) furanones or 3(2H) furanimines depending on the substitution pattern and on reaction conditions.

Ethyl 2,4-dioxoalkanoates as starting materials for a convenient route to 3(2H)-furanones and 3(2H)-furanimines.

BARALDI, Pier Giovanni;BARCO, Achille;BENETTI, Simonetta;MANFREDINI, Stefano;POLLINI, Gian Piero;SIMONI, Daniele
1987

Abstract

Addition of both Grignard reagents or hydride reducing agents to the ester group of the readily available 2,4-dioxoalkanoates, while the 1,3-diketone fragment is suitably masked both in form of an isoxazole ring or as an enaminone function, allows a useful preparation of a variety of α'-hydroxy-1, 3-diketone moieties. Acid-promoted cyclodehydration of these compounds leads to 3(2H) furanones or 3(2H) furanimines depending on the substitution pattern and on reaction conditions.
Baraldi, Pier Giovanni; Barco, Achille; Benetti, Simonetta; Manfredini, Stefano; Pollini, Gian Piero; Simoni, Daniele
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11392/460426
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