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- W2951663575 abstract "The 1,3-diaza-2-azoniaallene salt 3a reacts stereoselectively with glycals (5a—e) to afford pyrano[2,3-d]-1,2,3- triazolium salts 6a—e. In contrast to other 1,3-dipolar cycloadditions of glycals reported so far, the stereoselectivity of compounds 6 is not determined by the substituent on C-3 of the glycal. Both cis (6a,b) and trans (6d,e) substitutions on C-7 and C-7a were found for bicyclic compounds 6 (crystal structure of 6a). Under the influence of acid 6e opens the pyran ring to give the triazolium salt 9. Addition of antimony pentachloride to a solution of the glycal 5e and the chlorotriazene 2a results in the formation of the pyranotriazene 12 containing two triazene units. In the presence of acid the pyranotriazene 6c reacts with alcohols to afford 2-hydrazino glycosides 13a,b, 15, which with zinc dust in acetic acid are reduced to 2-amino glycosides 14a,b." @default.
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- W2951663575 date "2000-06-01" @default.
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- W2951663575 title "Cycloaddition Reactions of 1,3-Diaza-2-azoniaallene Salts and Glycals" @default.
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- W2951663575 doi "https://doi.org/10.1002/1521-3897(200006)342:5<486::aid-prac486>3.0.co;2-s" @default.
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