A Short and High Yield Access to Glycosyl Donors of Amino-Deoxy-Sugars of Biological Relevance

L Daley, C Mouton, F Tillequin, E Seguin…

Index: Daley, Laurent; Mouton, Carole; Tillequin, Francois; Seguin, Elisabeth; Florent, Jean-Claude; Monneret, Claude Synthetic Communications, 1998 , vol. 28, # 1 p. 61 - 73

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Abstract

Abstract Synthesis of silylglycosides of 3-azido-2-deoxy-L-arabino-and ribo-hexopyranoses 4 and 5 has been achieved in 3 steps and 44, 6% and 18% overall yields, respectively. The corresponding N-trifluoroacetamido derivatives 9 and 10 were further prepared in 3 steps. Usefulness of 4, 9, and 10 was demonstrated by coupling with epipodophyllotoxin derivatives or with suitably protected amino-acids such as serine or 4-OH-phenylglycine ...