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Polyhydroxylated Pyrrolidines From Sugar Lactomes: Synthesis Of 1,4-dideoxy-1,4-imino-d-glucitol From D-galactonolactone And Syntheses Of 1,4-dideoxy-1,4-imino-d-allitol, 1,4-dideoxy-1,4-imino-d-ribitol, And (2s,3r,4s)-3,4-dihydroxyproline From D-gulonolactone

G. Fleet, J. C. Son
Published 1988 · Chemistry

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Abstract The use of readily available sugar lactones in the synthesis of polyhydroxylated pyrrolidines is illustrated by the preparation of the glucosidase inhibitor 1,4-dideoxy-1, 4-imino-D-glucitol from D-galactonolactone and by the conversion of D-gulonolactone into 1,4-dideoxy-l,4-imino-D-allitol, 1,4-dideoxy-l,4-imino-D-ribitol, and (2S,3R,4S)-3,4-dihydroxyproline.
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