Journal of Heterocyclic Chemistry p. 711 - 715 (1998)
Update date:2022-08-25
Topics:
Lee, Sang Gyeong
Park, Ki Hun
Yoon, Yong-Jin
A short and simple synthetic route to polyhydroxylated piperidines and pyrrolidines were described with D-glucurono-δ-lactone as chiral educt. Key reaction steps included selective cleavage of terminal isopropylidene group of compound 12 with Dowex 50W-X8 resin (H+ form), regioselective ring opening of epoxide 16 and intramolecular nucleophilic amination of compound 14 and 18.
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