Stereoselective Reactions Promoted by Alkali Metal Salts of Phosphoric Acid Organocatalysts

The catalytic application of chiral phosphoric acids (CPAs) from 2004 to date represents a true milestone for asymmetric organocatalysis. However, not only the free acids can be conveniently employed in numerous different asymmetric synthetic methodologies, thus being strictly compliant to the conce...

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Bibliographic Details
Published in:ChemCatChem 2024-09, Vol.16 (17), p.n/a
Main Authors: Cocco, Emanuele, Antenucci, Achille, Carlone, Armando, Manini, Paola, Pesciaioli, Fabio, Dughera, Stefano
Format: Article
Language:English
Subjects:
alkali and alkaline earth salts
Alkali metals
asymmetric catalysis
asymmetric counteranion directed catalysis (ACDC)
Asymmetry
chiral phosphoric acids
organic synthesis
Phosphoric acid
Stereoselectivity
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Summary:The catalytic application of chiral phosphoric acids (CPAs) from 2004 to date represents a true milestone for asymmetric organocatalysis. However, not only the free acids can be conveniently employed in numerous different asymmetric synthetic methodologies, thus being strictly compliant to the concept of “organocatalysis”, but also their metal salts. This review focuses on asymmetric reactions in which the catalyst is a chiral alkali or alkaline‐earth metal phosphate. A comprehensive overview on asymmetric organic reactions catalyzed by alkali and alkaline earth metal phosphates following ACDC mechanistic pathways. The lower toxicity associated to such metal species, with respect to transition metals, offers food for thought to their further employment in asymmetric synthesis, also giving a nod to green chemistry.
ISSN:1867-3880
1867-3899
DOI:10.1002/cctc.202400328