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Enantioselective Synthesis of Helically Chiral Molecules Enabled by Asymmetric Organocatalysis

Qingqin Huang, Yuping Tang, Chao-Gang Zhang, Zhen Wang, Lei Dai

2024ACS Catalysis22 citationsDOI

Abstract

Helical systems have attracted considerable interest across multiple scientific fields due to not only their essential roles in biological processes but also their potential to unveil chirality-associated phenomena, properties, and functionalities. Today, the distinctive topologies of helicenes have found extensive applications in materials science, molecular recognition, and asymmetric catalysis owing to their structural diversity and unique optical and electronic characteristics. Nonetheless, in contrast to the advancements in the synthesis of optically pure point-chiral and axially chiral compounds, the catalytic enantioselective assembly of helically chiral molecules remains in its nascent stages. This Perspective delves into the latest developments in the organocatalytic asymmetric synthesis of helically chiral compounds, emphasizing both the strengths and limitations of the existing literature, with perspectives on the remaining challenges within the field. It is expected that this Perspective will serve as a catalyst for innovation, inspiring the creation of more efficient strategies to synthesize helically chiral molecules.

Topics & Concepts

Enantioselective synthesisOrganocatalysisChirality (physics)MoleculeNanotechnologyCatalysisCombinatorial chemistryChemistryMaterials scienceOrganic chemistryPhysicsChiral symmetry breakingSymmetry breakingNambu–Jona-Lasinio modelQuantum mechanicsSynthesis and Properties of Aromatic CompoundsAxial and Atropisomeric Chirality SynthesisMolecular spectroscopy and chirality
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