Tetrazoles of manno- and rhamno- furanoses

DOI: 10.1016/S0040-4020(99)00138-6

Source and publish data:

Tetrahedron p. 4501 - 4520 (1999)

Update date:2022-09-26

Topics:

Authors:

Davis, Benjamin G.

Nash, Robert J.

Watson, Alison A.

Smith, Colin

Fleet, George W. J.

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Article abstract of DOI:10.1016/S0040-4020(99)00138-6

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.

Full text of DOI:10.1016/S0040-4020(99)00138-6

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