Heterocyclic Compounds in Enantioselective Photochemical Reactions

Norbert Hoffmann (1)

1 ICMR - Institut de Chimie Moléculaire de Reims - UMR 7312

Contents 1.1 Introduction 1.2 Asymmetric catalysis with chiral templates 1.3 Asymmetric photo-enzyme catalysis 1.4 Asymmetric photochemical reactions in crystals 1.5 Crystalline inclusion complexes 1.6 Inclusion in zeolits 1.7 Memory of chirality 1.8 Conclusions and perspective 1.9 References Various methods are discussed leading directly to enantiopure heterocyclic compounds. Asymmetric catalysis with chiral templates involving hydrogen bonds or metal complexes provides efficient access to enantiopure heterocycles. Enzyme catalysis can be simplified when one or more enzyme activities are replaced by a simple photochemical step, especially photoredox catalysis. Chiral induction in photochemical reactions performed with chiral crystals is highly efficient. Such reactions can also be carried out with crystalline inclusion complexes. Inclusion of a photochemical substrates and an enantiopure compound in zeolites also leads to enantioselective compounds. The general strategy of all these methods is to reduce or control conformational mobility. Memory of chirality is a particular case in which a chiral information is temporally lost but the rigid conformations stabilize the molecular structure, which may also lead to the formation of enantiopure compounds.

Domaines: Chimie; Chimie organique

Norbert Hoffmann. Heterocyclic Compounds in Enantioselective Photochemical Reactions. Heterocycles: Synthesis, Catalysis, Sustainability, and Characterization 2022, 2022, 978-3-527-34886-2. ⟨hal-03699268⟩