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Synlett 1990; 1990(4): 205-206
DOI: 10.1055/s-1990-21034
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Iodonium Ion Promoted Reactions at the Anomeric C-2 Center of 1-Methylene Sugars

Daan Noort* , Gerrit H. Veeneman, Geert-Jan P. H. Boons, Gijs A. van der Marel, Gerard J. Mulder, Jacques H. van Boom
  • *Gorlaeus Laboratoria, Rijksuniversiteit Leiden, P.O. Box 9502, NL-2300 RA Leiden, The Netherlands
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Publikationsdatum:
08. März 2002 (online)

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Treatment of fully benzylated 1-methylene-D-glucose with iodonium sym-dicollidine perchlorate (IDCP) gives and easy access to 1-iodoheptuloses or a 1-iodomethylene derivative, respectively. The latter compound is, in turn, further amenable to similar IDCP mediated addition reactions.