A comprehensive study of a general and effective one-step procedure for the synthesis of beta-sulfonamidodisulfides directly from N-tosyl aziridines in a regio- and stereospecific manner under neutral conditions without the use of any Lewis acid or base has been reported. This methodology is extended to the synthesis of an optically pure cyclic seven-membered disulfide 29. Synthesis of a variety of beta-sulfonamidosulfides involving tandem, multistep reactions in one pot is also reported.
1-Deoxythioglyconojirimycins were synthesized by using a protecting group-free strategy, starting from readily available carbohydrates, in good overall yield. Use of benzyltriethylammonium tetrathiomolybdate, [BnEt(3)N](2)MoS(4), as a sulfur transfer reagent and borohydride exchange resin (BER) reduction of a lactone enabled the efficient synthesis of the title compounds.
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