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Syn additions to 4alpha-epoxypyranosides: synthesis of L-idopyranosides.

ABSTRACT: The syn-selective addition of organozinc compounds to 4alpha-epoxypyranosides (4alpha-EPs), generated from methyl beta-D-glucoside or aminoglucoside, provides an efficient route to pyranosides with alpha-L-ido configurations, including L-iduronic acid, neosamine B, and higher monosaccharide derivatives.

SUBMITTER: Cheng G

PROVIDER: S-EPMC2597405 | biostudies-literature | 2007 Nov

REPOSITORIES: biostudies-literature

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syn additions to 4alpha-epoxypyranosides: synthesis of L-idopyranosides.

Cheng Gang G Fan Renhua R Hernández-Torres Jesús M JM Boulineau Fabien P FP Wei Alexander A

Organic letters 20071012 23

The syn-selective addition of organozinc compounds to 4alpha-epoxypyranosides (4alpha-EPs), generated from methyl beta-D-glucoside or aminoglucoside, provides an efficient route to pyranosides with alpha-L-ido configurations, including L-iduronic acid, neosamine B, and higher monosaccharide derivatives. ...[more]

PMID: 17929936

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