Issue 17, 1996

Complex tetrahydrofurans from carbohydrate lactones: easy access to epimeric C-glycosides of glucofuranose from D-glycero-D-gulo-heptono-1,4-lactone

Abstract

A practical synthesis of epimeric C-glycosides of glucofuranose from the cheap gluco-heptono-1,4-lactone is reported; the ring contractions of 2-O-triflates of protected gluco-heptono-1,5-lactones are discussed. No tetrahydropyrancarboxylates were isolated from any of the reactions.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1996, 2151-2156

Complex tetrahydrofurans from carbohydrate lactones: easy access to epimeric C-glycosides of glucofuranose from D-glycero-D-gulo-heptono-1,4-lactone

C. J. F. Bichard, T. W. Brandstetter, J. C. Estevez, G. W. J. Fleet, D. J. Hughes and J. R. Wheatley, J. Chem. Soc., Perkin Trans. 1, 1996, 2151 DOI: 10.1039/P19960002151

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