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- W2015786001 abstract "Nachbargruppenreaktionen stören die nucleophile Substitution von N-geschützten 2-Amino-2-desoxy-3-O-mesyl-β-D-glucopyranosiden mit Azid-Ionen. Das Dinitrophenyl-Derivat 8 liefert neben dem Allopyranosid 10 die isomeren Produkte 9 und 11 über das Aziridin 15. Die N-Acylderivate 3 und 13 liefern die Allopyranoside 5 und 19 sowie das Oxazolin 4. Die Konstitutionsbeweise wurden sowohl anhand der Spektren als auch durch unabhängige Synthesen geführt. Di- and Polyamino Sugars, XXXI. – Substitution Reactions of 2-Amino-2-deoxy-β-D-glucopyranosides at Position 3 Neighboring-group participations obstruct nucleophilic substitutions of N-protected 2-amino-2-deoxy-3-O-mesyl-β-D-glucopyranosides with azide ions. From the N-dinitrophenyl derivative 8 besides the allopyranoside 10 the isomeric products 9 and 11 are formed, the latter via the aziridine 15. The N-acyl derivatives 3 and 13 yield the allopyranosides 5 and 19 as well as the oxazoline 4. Structure proofs were given by spectroscopy and by independent syntheses." @default.
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- W2015786001 date "1985-03-12" @default.
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- W2015786001 title "Di- und Polyaminozucker, XXXI. Zur Substitution von 2-Amino-2-desoxy-β-D-glucopyranosiden in der 3-Stellung" @default.
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- W2015786001 doi "https://doi.org/10.1002/jlac.198519850307" @default.
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