Canadian Journal of Chemistry

Hétérobicycles sulfurés dérivés de l'α-thioglycérol. Synthèse d'alkyl-2, 8-dioxa-6-thiabicyclo [3.2. 1] octanes

J Gelas, M Teppaz-Misson

Index: Gelas, Jacques; Teppaz-Misson, Marc Canadian Journal of Chemistry, 1983 , vol. 61, p. 1487 - 1493

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Citation Number: 2

Abstract

The synthesis of 2, 8-dioxa-6-thiobicyclo [3.2. 1] octanes, substituted by alkyl or phenyl groups in positions 1, 4, or 7, is described. Four synthetic routes are compared:(i) action of sodium sulfide on 2, 4-dichloro-1, 3-dialkyldioxolanes;(ii) action of sodium sulfide on the ditosylates of 2, 4-dihydroxyalkyl-1, 3-dioxolanes;(iii) action of α-haloketones on α- thioglycerol; and (iv) action of α-hydroxyketones on α-thioglycerol. The structures of the ...