Unexpected furanose/pyranose equilibration of N-glycosyl sulfonamides, sulfamides and sulfamates.

نویسندگان

  • Kajitha Suthagar
  • Matthew I J Polson
  • Antony J Fairbanks
چکیده

De-protected arabino N-glycosyl sulfamides, sulfonamides and sulfamates were found to mutarotate and convert from the furanose to the thermodynamically more stable pyranose form in aqueous solution. The presence of a strongly electron withdrawing group in the alkyl chain stopped mutarotation and furanose/pyranose equilibration, allowing the isolation of the first unprotected furanose N-glycosyl sulfonamide.

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عنوان ژورنال:
  • Organic & biomolecular chemistry

دوره 13 23  شماره 

صفحات  -

تاریخ انتشار 2015