Clarke, Paul Andrew orcid.org/0000-0003-3952-359X, Griggs, Samuel David, Thompson, Nathan et al. (2 more authors) (2018) Synthesis of highly substituted 2-spiropiperidines. Organic and Biomolecular Chemistry. pp. 6663-6674. ISSN 1477-0539
Abstract
2-Spiropiperidines are a highly desirable, yet under represented structure in drug discovery. 2-Spiropiperidines were synthesised in either a two-pot or one-pot reaction. In the two-pot reaction, the addition of a Weiler dianion to N-Boc imines, followed by deprotection and in situ condensation with a cyclic ketone generated functionalised 2-spiropiperidines in good to excellent yields. In the one-pot reaction, the addition of Chan's diene to N-Boc imines under Maitland-Japp conditions, followed by the addition of sodium bicarbonate and a cyclic ketone formed functionalised 2-spiropiperidines in moderate to good yields.
Metadata
Item Type: | Article |
---|---|
Authors/Creators: |
|
Copyright, Publisher and Additional Information: | © The Royal Society of Chemistry 2018. This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details |
Keywords: | 2-spiropiperidines,medicinal chemistry |
Dates: |
|
Institution: | The University of York |
Academic Units: | The University of York > Faculty of Sciences (York) > Chemistry (York) |
Depositing User: | Pure (York) |
Date Deposited: | 31 Jul 2018 16:30 |
Last Modified: | 26 Oct 2024 23:57 |
Published Version: | https://doi.org/10.1039/C8OB01272E |
Status: | Published |
Refereed: | Yes |
Identification Number: | 10.1039/C8OB01272E |
Related URLs: | |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:134017 |