Tetrahedron

Synthetic approaches to chlorinated 5-hydroxy-5-methyl-2-furanones

R Franzén, L Kronberg

Index: Franzen, Robert; Kronberg, Leif Tetrahedron, 1993 , vol. 49, # 47 p. 10945 - 10958

Full Text: HTML

Citation Number: 9

Abstract

The syntheses of chlorinated 5-hydroxy-furanones with a mono-, di-, and trichloromethyl group at C-5 are described. The 5-chloromethyl hydroxyfuranones were obtained by chlorination of levulinic acid followed by triethylamine promoted elimination of hydrogen chloride. Hydrolyses of chlorinated 4-cyclopentene-1, 3-diones yielded 5-dichloromethyl hydroxyfuranones. The trichloromethyl group was incorporated to maleic anhydride ...