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Enhancing the potential of enantioselective organocatalysis with light
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Enhancing the potential of enantioselective organocatalysis with light
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Enhancing the potential of enantioselective organocatalysis with light
Enhancing the potential of enantioselective organocatalysis with light
Journal Article

Enhancing the potential of enantioselective organocatalysis with light

2018
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Overview
Organocatalysis—catalysis mediated by small chiral organic molecules—is a powerful technology for enantioselective synthesis, and has extensive applications in traditional ionic, two-electron-pair reactivity domains. Recently, organocatalysis has been successfully combined with photochemical reactivity to unlock previously inaccessible reaction pathways, thereby creating new synthetic opportunities. Here we describe the historical context, scientific reasoning and landmark discoveries that were essential in expanding the functions of organocatalysis to include one-electron-mediated chemistry and excited-state reactivity. This Review discusses recent developments in the combination of organocatalysis and photochemistry for the activation of molecules, which has enabled previously inaccessible reaction pathways and influenced many fields of chemical research. The rise of organocatalysis Organocatalysis uses small, chiral organic molecules as catalysts and has been widely applied to asymmetric reactions in the past few decades. In this Review, Mattia Silvi and Paolo Melchiorre look at how, in combination with photochemical reactivity, the field has moved from traditional two-electron-pair reactivity to include one-electron and excited-state chemistry. The merger of these two fields has expanded the scope of asymmetric organocatalysis substantially, providing access to previously unavailable synthetic prospects, and this combination shows promise for developing new stereocontrolled catalytic processes.