Abstract

N‐Monosubstituted aminopiperidines and ‐pyrrolidines are important building blocks for the synthesis of small‐molecule compound libraries. We have developed a practical solid‐phase route to N‐monosubstituted aminopiperidines and ‐pyrrolidines utilizing a selective reductive alkylation of primary or secondary amines attached to a Merrifield or Wang resin. Purification is achieved by simple filtration after each reaction step. The synthetic route developed can be readily applied to an extensive pool of commercially available aromatic and aliphatic aldehydes for conversion into the corresponding N‐monoalkylated diamino templates. Solid‐phase NMR spectroscopy was used to monitor the reactions. The new pulse sequences described in this report have further extended the usefulness of this nondestructive analytical methodology. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)

Published in

European Journal of Organic Chemistry
2004, Volume: 2004, number: 12, pages: 2723-2737

UKÄ Subject classification

Organic Chemistry


Publication identifier

DOI: https://doi.org/10.1002/ejoc.200300760

Permanent link to this page (URI)

https://res.slu.se/id/publ/108051