Total Syntheses of Carbohydrates. I. Dihydroxyacetone and DL-Erythrulose

T Ando, S Shioi, M Nakagawa

Index: Ando,T. et al. Bulletin of the Chemical Society of Japan, 1972 , vol. 45, p. 2611 - 2615

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Citation Number: 19

Abstract

An improved method of preparation of halopropargyl alcohol is described. Hydration of halopropargyl alcohol followed by hydrolysis gave dihydroxyacetone which was identified as its dibenzoate. 2-Butyne-1, 4-diol was converted into acetoxymethyl vinyl ketone. 1, 4- Diacetoxy-3-bromobutan-2-one obtained by the addition of acetyl hypobromite to the vinyl ketone was treated with silver acetate to yield tri-O-acetyl-DL-erythrulose. Hydrolysis of the ...