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Chiral phosphoric acid-catalyzed asymmetric synthesis of helically chiral, planarly chiral and inherently chiral molecules

Wei Liu, Xiaoyu Yang

2025Beilstein Journal of Organic Chemistry12 citationsDOIOpen Access PDF

Abstract

Chiral molecules, distinguished by nonsuperimposability with their mirror image, play crucial roles across diverse research fields. Molecular chirality is conventionally categorized into the following types: central chirality, axial chirality, planar chirality and helical chirality, along with the more recently introduced inherent chirality. As one of the most prominent chiral organocatalysts, chiral phosphoric acid (CPA) catalysis has proven highly effective in synthesizing centrally and axially chiral molecules. However, its potential in the asymmetric construction of other types of molecular chirality has been investigated comparatively less. This Review provides a comprehensive overview of the recent emerging advancements in asymmetric synthesis of planarly chiral, helically chiral and inherently chiral molecules using CPA catalysis, while offering insights into future developments within this domain.

Topics & Concepts

Enantioselective synthesisChirality (physics)ChemistryMoleculeAxial chiralityPlanar chiralityCombinatorial chemistryNanotechnologyComputational chemistryStereochemistrySmall moleculeCatalysisChemical physicsChiral auxiliaryAxial symmetryMolecular modelStereoisomerismAxial and Atropisomeric Chirality SynthesisMolecular spectroscopy and chiralityAsymmetric Synthesis and Catalysis