ENANTIOSPECIFIC SYNTHESIS OF SWAINSONINE, (1S, 2R, 8R, 8aR)-1,2,8-TRIHYDROXYOCTAHYDROINDOLIZINE, FROM D-MANNOSE

DOI: 10.1016/S0040-4039(01)90059-0

Source and publish data:

Tetrahedron Letters p. 1853 - 1856 (1984)

Update date:2022-08-03

Topics:

Authors:

Fleet, G. W. J.

Gough, M. J.

Smith, P. W.

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Article abstract of DOI:10.1016/S0040-4039(01)90059-0

An enantiospecific synthesis of swainsonine from D-mannose is described; the heterocyclic rings of swainsonine are constructed by two intramolecular reductive aminations caused by the catalytic hydrogenation of an azidoaldehyde with 5 equivalents of hydrogen.

Full text of DOI:10.1016/S0040-4039(01)90059-0

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