Synthesis of (+)-sucrose via β-d-psicofuranosylation

J Uenishi, A Ueda

Index: Uenishi, Jun'ichi; Ueda, Atsushi Tetrahedron Asymmetry, 2008 , vol. 19, # 18 p. 2210 - 2217

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Abstract

Despite the difficulty of direct β-furanosylation with d-fructose, the synthesis of β-d- fructofuranosyl α-d-glucopyranoside,(+)-sucrose 1, has been achieved stepwise, via β- selective d-psicofuranosylation followed by stereo inversion of a hydroxy group at the C-3 position on the furanose ring. d-Psicofuranosyl donor 10 was prepared in eight steps from d- ribose monoacetonide 3 in excellent yield.