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- Title
Gram-Scale Synthesis of the (−)-Sparteine Surrogate and (−)-Sparteine.
- Authors
Firth, James D.; Canipa, Steven J.; Ferris, Leigh; O'Brien, Peter
- 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.
- Subjects
SPARTEINE; CHIRALITY; DIASTEREOISOMERS synthesis; NATURAL products; LIGANDS (Chemistry); CHROMATOGRAPHIC analysis
- Publication
Angewandte Chemie, 2018, Vol 130, Issue 1, p229
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201710261