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.
Original language | English |
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Pages (from-to) | 223-226 |
Number of pages | 4 |
Journal | Angewandte Chemie International Edition |
Volume | 57 |
Issue number | 1 |
Early online date | 20 Nov 2017 |
DOIs | |
Publication status | Published - 2 Jan 2018 |
Bibliographical note
© 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 detailsKeywords
- Journal Article
- asymmetric synthesis
- alkaloids
- kinetic resolution
- total synthesis
- nitrogen ligands
Profiles
Datasets
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Gram-Scale Synthesis of the (-)-Sparteine Surrogate and (-)-Sparteine Dataset
O'Brien, P. A. (Creator) & Firth, J. (Creator), University of York, 1 Jan 2018
DOI: 10.15124/4142eeaf-1544-482b-91dd-e68e0f3b4d3c
Dataset