Synthesis of Imidazolo??Piperidinopentoses as Nagstatine Analogues
…, T Tschamber, C Tarnus, M Neuburger…
Index: Gessier, Francois; Tschamber, Theophile; Tarnus, Celine; Neuburger, Markus; Huber, Walter; Streith, Jacques European Journal of Organic Chemistry, 2001 , # 21 p. 4111 - 4125
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Citation Number: 11
Abstract
Abstract The syntheses of the four imidazolo-piperidino-pentoses 3− 6, which belong to the D-series, and of their L-enantiomers, ent-3 to ent-6, are reported. Ascorbic acid and isoascorbic acid were converted over several steps into the L-threo/L-erythro-and the D- erythro/D-threo-configured aldotetroses, respectively, which are the key building blocks for the eight target imidazolo-pentoses cited above. Nucleophilic addition of a metallated ...
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