Thiosucres. III. Réactions du substituant (benzylthio)‐acétyle. Communication préliminarie

Thiosugars. III. Some reactions of the (benzylthio)‐acetyl substituent Preliminary Communication The (benzylthio)‐acetyl substituent as found in 6‐benzylthio‐6‐deoxy‐1, 2‐O‐isopropylidene‐3‐O‐methyl‐α‐D‐xylo‐hexofuranos‐5‐ulose (1) constitutes and useful synthon which can be transformed into ‘second generation’ synthons as, for example, the sulfylidene 10 or the chlorinated derivative 14. S‐Debenzylating C‐acylation of 10 leading to 11 is described as well as the ring‐forming condensation of 10 with the sulfene 12. Depending on the nature of the nucleophile reacted with 14, one can obtain the product of the substitution of the chlorine atom or of the chlorine atom and the benzylthio group or reactions taking place at both the carbonyl group and the terminal carbon atom, among them binucleophilic cyclizations. Some reactions of the conjugate base of 14 are also described.