SIMPLE SYNTHETIC ROUTE TO POLYHYDROXYLATED PYRROLIDINES AND PIPERIDINES

Authors
LEE SG PARK KH YOON YJ
Citation
Sg. Lee et al., SIMPLE SYNTHETIC ROUTE TO POLYHYDROXYLATED PYRROLIDINES AND PIPERIDINES, Journal of heterocyclic chemistry, 35(3), 1998, pp. 711-715
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of heterocyclic chemistry → ACNP
ISSN journal
0022152X
Volume
35
Issue
3
Year of publication
1998
Pages
711 - 715
Database
ISI
SICI code
0022-152X(1998)35:3<711:SSRTPP>2.0.ZU;2-2
Abstract
A short and simple synthetic route to polyhydroxylated piperidines and pyrrolidines were described with D-glucurono-delta-lactone as chiral educt. Key reaction steps included selective cleavage of terminal isop ropylidene group of compound 12 with Dowex 50W-X8 resin (H+ form), reg ioselective ring opening of epoxide 16 and intramolecular nucleophilic amination of compound 14 and 18.