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Gram-Scale Synthesis of the (-)-Sparteine Surrogate and (-)-Sparteine
James D Firth1, Steven J Canipa1, Leigh Ferris2
1Department of Chemistry, University of York, Heslington, York, YO10 5DD, UK.
Angewandte Chemie (International Ed. in English)
|November 21, 2017
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.

