Tetrahedron

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

PG Baraldi, A Barco, S Benetti, S Manfredini, GP Pollini…

Index: Baraldi; Barco; Benetti; et al. Tetrahedron, 1987 , vol. 43, # 1 p. 235 - 242

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Citation Number: 18

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 ...