Journal
SYNLETT
Volume -, Issue 14, Pages 2189-2192Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0030-1258505
Keywords
asymmetric catalysis; phosphates; imine hydrogenation; Bronsted acids; organocatalysis
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Funding
- Deutsche Forschungsgemeinschaft [1179]
- Fonds der Chemischen Industrie
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The chiral phosphoric acid TRIP, a useful Bronsted acid catalyst, easily becomes contaminated with metal impurities in the form of phosphate salts during synthesis. This significantly reduces the content of free acid in the product which can hamper the catalytic activity. Methods to easily judge whether TRIP contains mainly the free acid or phosphate salts are presented, using (1)H NMR spectroscopy or a simple pH test. An improved synthetic protocol for TRIP was established that reliably produces the free acid.
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