A novel "one-pot" synthesis of thiosugar-derived S-xanthates

Organic Letters

Volumn 1, Issue 3, 1999, Pages 521-522

  Gueyrard, David ^a   Tatibouët, Arnaud ^a   Gareau, Yves ^b   Rollin, Patrick ^a  

^a UNIVERSITÉ D'ORLÉANS   (France)

^b MERCK FROSST CENTRE FOR THERAPEUTIC RESEARCH   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0012505165     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol9907015     Document Type: Article

References (26)

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17. Typical Procedure for the One-Pot Synthesis of S-Xanthate Derivatives. 2,3:5,6-Di-O-isopropylidene-α-D-mannofuranose (0.5 g, 1.92 mmol) was dissolved in toluene (20 mL) in the presence of molecular sieves (4 Å). Tri-n-butylphosphine (1.05 mL, 4.21 mmol) and O,O-diisopropyl dithiocarbonate disulfide (1.04 g, 3.84 mmol) were then added. After 5 h of stirring at room temperature, the mixture was concentrated in vacuo and purified by flash chromatography (petroleum ether/ethyl acetate 9/1) to furnish O-isopropyl S-(2,3:4,5-di-O-isopropylidene-α-D-mannofuranosyl) dithiocarbonate as a syrup (0.617 g, 87%).
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