69697-53-6Relevant articles and documents
Heterobicycles sulfures derives de l'α-thioglycerol. Synthese d'alkyl-2,8-dioxa-6-thiabicyclooctanes
Gelas, Jacques,Teppaz-Misson, Marc
, p. 1487 - 1493 (2007/10/02)
The synthesis of 2,8-dioxa-6-thiabicyclooctanes, 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 dioxathiabicyclooctanes have been established by proton nmr (mass spectra have already been described) and chemically confirmed by desulfurization by Raney Nickel.