Firth, James D, Canipa, Steven J, O'Brien, Peter orcid.org/0000-0002-9966-1962 et al. (1 more author) (2018) Gram-Scale Synthesis of the (-)-Sparteine Surrogate and (-)-Sparteine. Angewandte Chemie International Edition. pp. 223-226. ISSN 1433-7851
Abstract
An 8-step, gram-scale synthesis of the (-)-sparteine surrogate (22% yield, with just 3 chromatographic purifications) and a 10-step, gram-scale synthesis of (-)-sparteine (31% yield) are reported. Both syntheses proceed with complete diastereocontrol and allow access to either antipode. Since the syntheses do not rely on natural product extraction, our work addresses long-term supply issues relating to these widely used chiral ligands.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Copyright, Publisher and Additional Information: | © 2018 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim. 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: | Journal Article,asymmetric synthesis,alkaloids,kinetic resolution,total synthesis,nitrogen ligands |
Dates: |
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Institution: | The University of York |
Academic Units: | The University of York > Faculty of Sciences (York) > Chemistry (York) |
Depositing User: | Pure (York) |
Date Deposited: | 30 Nov 2017 10:00 |
Last Modified: | 02 Apr 2025 23:11 |
Published Version: | https://doi.org/10.1002/anie.201710261 |
Status: | Published |
Refereed: | Yes |
Identification Number: | 10.1002/anie.201710261 |
Related URLs: | |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:124708 |
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