Tetrahedron p. 11721 - 11730 (1997)
Update date:2022-08-05
Topics:
Degiorgis, Fabio
Lombardo, Marco
Trombini, Claudio
The reaction of 2-trimethylsilyloxyfuran with a glyceraldehyde derived nitrone is examined under different reaction conditions. The four intermediates, tetrahydrofuro[2,3-d]isoxazol-5(2H)ones, were separated by combined chromatographic-crystallisation techniques. The synthetic versatility of tetrahydrofuro[2,3-d]isoxazol-5(2H)ones is demonstrated by a direct high yielding conversion into 5-amino-2,5-dideoxy-heptono-1,5-lactoms upon simple hydrogenolysis in the presence of Pearlman catalyst.
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