James, Michael orcid.org/0000-0003-2591-0046, Grant, Niall D, O'Brien, Peter Andrew orcid.org/0000-0002-9966-1962 et al. (2 more authors) (2016) Catalytic Dearomatization Approach to Quinolizidine Alkaloids:Five Step Total Synthesis of (±)-Lasubine II. Organic Letters. pp. 6256-6259. ISSN 1523-7052
Abstract
A series of high-yielding silver(I)-catalyzed cyclization reactions of pyridine-, isoquinoline-, and pyrazine-ynones are described. The operationally simple and mild reaction conditions are a significant improvement over previously reported thermal cyclizations. The quinolizinone products were also used in a novel dearomatization strategy to prepare 0.53 g of the alkaloid lasubine II in five steps and 36% overall yield.
Metadata
Item Type: | Article |
---|---|
Authors/Creators: |
|
Copyright, Publisher and Additional Information: | © 2016 American Chemical Society. 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 |
Dates: |
|
Institution: | The University of York |
Academic Units: | The University of York > Faculty of Sciences (York) > Chemistry (York) |
Depositing User: | Pure (York) |
Date Deposited: | 19 Dec 2016 16:03 |
Last Modified: | 21 Jan 2025 17:24 |
Published Version: | https://doi.org/10.1021/acs.orglett.6b03017 |
Status: | Published |
Refereed: | Yes |
Identification Number: | 10.1021/acs.orglett.6b03017 |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:109717 |
Download
Filename: Pyridine_Dearoma_submitted_version.docx
Description: Pyridine Dearoma submitted version