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Synlett 1999; 1999(9): 1387-1390
DOI: 10.1055/s-1999-2855
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Steroselective Synthesis of α-Glucosides and β-Mannosides: Tethering and Activation with N-Iodosuccinimide

S. C. Ennis* , A. J. Fairbanks, R. J. Tennant-Eyles, H. S. Yeates
  • *Dyson Perrins Laboratory, Oxford University, South Parks Road, Oxford, OX1 3QY, UK; Fax + 44 18 65 27 56 74; E-mail: antony.fairbanks@chem.ox.ac.uk
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Publication Date:
31 December 1999 (online)

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The stereoselective synthesis of both α-glucosides and β-mannosides may be readily achieved by the use of N-iodosuccinimide, both to effect mixed ketal formation and subsequent intramolecular aglycon delivery (IAD).

carbohydrates - glycosylations - stereoselective synthesis - thioglycosides - N-iodosuccinimide