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Gram-Scale Synthesis of the (-)-Sparteine Surrogate and (-)-Sparteine

Gram-Scale Synthesis of the (-)-Sparteine Surrogate and (-)-Sparteine

James D Firth, Steven J Canipa, Leigh Ferris, Peter O'Brien

Angew Chem Int Ed Engl. 2018 Jan 2;57(1):223-226.

PMID: 29155468

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.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP90391	(−)-Sparteine		90-39-1	Price

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