✦ LIBER ✦

Simple synthetic route to polyhydroxylated pyrrolidines and piperidines

✍ Scribed by Sang Gyeong Lee; Yong-Jin Yoon; Ki Hun Park

Publisher: Journal of Heterocyclic Chemistry
Year: 1998
Tongue: English
Weight: 368 KB
Volume: 35
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570350334

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✦ Synopsis

Abstract

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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