Phase Transfer Catalysis (PTC) is a powerful tool to perform reactions in a practical fashion, both in laboratory and industrial scale. Significant cost savings and major process improvements can be achieved in reactions performed under PTC conditions. In the last few years remarkable results in stereoselective reactions were achieved using chiral, non-racemic quaternary ammonium salts. Moreover, the use of bulky, chiral phosphate anions paired with achiral cations to generate lipophilic ion pairs allowed to design new avenues for the stereoselective construction of important building blocks. Hydrogen bond interactions were also shown to provide new pathways for asymmetric nucleophilic substitutions using insoluble reagents under PTC conditions. This review will focus on recent advances in developing practical synthetic routes to construct molecules in a stereoselective fashion under PTC conditions.

New Trends in Asymmetric Phase Transfer Catalysis / D. Albanese, M. Penso. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1099-0690. - (2023), pp. e202300224.1-e202300224.17. [Epub ahead of print] [10.1002/ejoc.202300224]

New Trends in Asymmetric Phase Transfer Catalysis

D. Albanese
Primo
Writing – Original Draft Preparation
;
2023

Abstract

Phase Transfer Catalysis (PTC) is a powerful tool to perform reactions in a practical fashion, both in laboratory and industrial scale. Significant cost savings and major process improvements can be achieved in reactions performed under PTC conditions. In the last few years remarkable results in stereoselective reactions were achieved using chiral, non-racemic quaternary ammonium salts. Moreover, the use of bulky, chiral phosphate anions paired with achiral cations to generate lipophilic ion pairs allowed to design new avenues for the stereoselective construction of important building blocks. Hydrogen bond interactions were also shown to provide new pathways for asymmetric nucleophilic substitutions using insoluble reagents under PTC conditions. This review will focus on recent advances in developing practical synthetic routes to construct molecules in a stereoselective fashion under PTC conditions.
Phase Transfer Catalysis; organocatalysis; asymmetric catalysis; chiral ammonium salts; chiral phosphoric acids; bis-urea hydrogen bond donor
Settore CHIM/04 - Chimica Industriale
Settore CHIM/06 - Chimica Organica
2023
5-apr-2023
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/968658
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