Reactions of hydriodic acid with aldonolactones and n-alkanolactones. Interconversions between lactones and iodocarboxylic acids

…, A Granata, X Shen, AS Perlin

Index: Liu, Zhengchun; Granata, Alessandro; Shen, Xinhua; Perlin, Arthur S. Canadian Journal of Chemistry, 1992 , vol. 70, # 7 p. 2081 - 2088

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Citation Number: 2

Abstract

Aldonolactones containing from four to eight carbon atoms, and lactones of the related monohydroxy-n-alkanoic acids, were subjected to reaction with 57% hydriodic acid at 125° C. As in the classical studies of Kiliani, the reduction of d-glycero-d-ido-heptono-1, 4-lactone yielded mainly γ-heptanolactone. Analogously, the corresponding γ-alkanolactones were obtained as major products from the 1, 4-lactones of the d-xylono-, d-allono-, and d- ...