4.5 Article

Synthesis of mixed glycosyl disulfides/selenenylsulfides using benzyltriethylammonium tetrathiomolybdate as a sulfur transfer reagent

Journal

CARBOHYDRATE RESEARCH
Volume 402, Issue -, Pages 200-207

Publisher

ELSEVIER SCI LTD
DOI: 10.1016/j.carres.2014.09.005

Keywords

Tetrathiomolybdate; Sulfur transfer; Disulfide exchange; Glycosyl halide; Mixed glycosyl disulfide; Selenenylsulfide

Funding

  1. Department of Science and Technology (DST), New Delhi
  2. Department of Science and Technology (DST)
  3. CSIR
  4. JNCASR, Jakkur for the Hindustan Lever Professorship

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An easy and mild method has been developed for the synthesis of mixed glycosyl disulfides/selenenylsulfides from glycosyl halides and diaryl/dialkyl dichalcogenides in the presence of benzyltriethylammonium tetrathiomolybdate [(BnEt3N)(2)MoS4]. The salient feature of this method is the sulfur transfer from [BnEt3N](2)MoS4 to form glycosyl disulfides which with excess tetrathiomolybdate further undergo exchange reaction with other dichalcogenides in a one-pot operation. (C) 2014 Elsevier Ltd. All rights reserved.

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