Derivatives of sucrose 3′,4′-epoxide

R. D. Guthrie, Ian D. Jenkins, San Thang, Ryohei Yamasaki

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A facile, one-pot synthesis of α-d-glucopyranosyl 3,4-anhydro-β-d-tagatofuranoside (1) from sucrose in good yield is reported. Derivatives of 1 can also be obtained from 4,6:2,1′-di-O-isopropylidenesucrose and from 2,3,6,1′,6′-penta-O-benzoylsucrose by treatment with triphenylphosphine and diethyl azodicarboxylate. The n.m.r. spectra (13C,1H) and conformation of derivatives of 1 are discussed. A new anhydrosucrose (1′,4′) is reported.

Original languageEnglish
Pages (from-to)109-117
Number of pages9
JournalCarbohydrate Research
Issue numberC
Publication statusPublished - 16 Dec 1983

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