Chiral Bisphosphoric Acids and Their Applications in Asymmetric Catalysis

Chem Rec. 2023 Apr;23(4):e202300049. doi: 10.1002/tcr.202300049. Epub 2023 Mar 28.

Abstract

Asymmetric Brønsted acid catalysis has been recognized as a powerful concept for asymmetric synthesis. In the process of pursuing more robust and highly effective chiral Brønsted acid catalysts, chiral bisphosphoric acids have received much attention in the last two decades. Their unique catalytic properties are mainly attributed to the inherent intramolecular hydrogen bonding interactions that could increase the overall acidity and tune the conformation property. Integrating hydrogen bonding into the catalyst design, quite a few structurally unique and effective bisphosphoric acids have been synthesized, which frequently exhibited superior selectivity in a broad range of asymmetric transformations. This review summarizes the status quo of chiral bisphosphoric acid catalysts and their applications in catalyzing asymmetric transformations.

Keywords: asymmetric organocatalysis; asymmetric reactions; bisphosphoric acid; chiral Brønsted acid.

Publication types

  • Review