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- W2049954589 abstract "N-Formylation and N-alkylation reactions of methyl 4,6-O-benzylidene-2,3-dideoxy-2,3-epimino-α-d-allopyranoside were studied as a route to 3-dimethylamino sugars. Attempts to prepare an N-formyl derivative were unsuccessful, but a stable adduct of the epimine and chloral was obtained. An N-methylepimine and a quarternary N,N-dimethylepimmonium salt (13) were prepared. Ring-opening reactions of these derivatives were investigated; reaction of 13 with sodium thiocyanate or sodium azide gave dimethylamino-thiocyanato (15) and dimethylamino-azido derivatives, respectively. Attempts to prepare a 3-dimethylamino-2,3-dideoxy derivative by desulphurisation of the thiocyanate 15 were unsuccessful, elimination occuring to give methyl 4,6-O-benzylidene-2,3-dideoxy-α-derythro-hex-2-enopyranoside." @default.
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- W2049954589 date "1971-07-01" @default.
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- W2049954589 title "Some further reactions of carbohydrates epimines" @default.
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- W2049954589 doi "https://doi.org/10.1016/s0008-6215(00)80272-4" @default.
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