Carbohydrate research

Regioselective halogenation of pentono-1, 4-lactones. Efficient synthesis of 5-chloro-and 5-bromo-5-deoxy derivatives

V Bouchez, I Stasik, D Beaupère, R Uzan

Index: Bouchez, Veronique; Stasik, Imane; Beaupere, Daniel; Uzan, Raoul Carbohydrate Research, 1997 , vol. 300, # 2 p. 139 - 142

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Citation Number: 22

Abstract

Treatment of unprotected d-ribono, d-arabinono and d-xylono-1, 4-lactones with either thionyl chloride or thionyl bromide in dimethylformamide led to 5-chloro-or 5-bromo-5-deoxy derivatives in 70%–95% yields. Under the same conditions, d-lyxono-1, 4-lactone resulted in the 2-halogeno compounds.

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