Tetrahedron p. 4501 - 4520 (1999)
Update date:2022-09-26
Topics:
Davis, Benjamin G.
Nash, Robert J.
Watson, Alison A.
Smith, Colin
Fleet, George W. J.
The synthesis of [3.3.0] bicyclic tetrazoles derived from D-manno and D- rhamnofuranose staffing from D-mannose, and of L-rhamnofuranose starting from L-rhamnose is described. The key step in the formation of all three examples of this novel class of sugar mimics is an intramolecular [1,3]dipolar cycloaddition of azide and nitrile moieties.
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