Enantioselective [alpha]-Alkylation of Aldehydes by Photoredox Organocatalysis: Rapid Access to Pharmacophore Fragments from [beta]-Cyanoaldehydes

Enantioselective [alpha]-Alkylation of Aldehydes by Photoredox Organocatalysis: Rapid Access to Pharmacophore Fragments from [beta]-Cyanoaldehydes

The combination of photoredox catalysis and enamine catalysis has enabled the development of an enantioselective [alpha]-cyanoalkylation of aldehydes. This synergistic catalysis protocol allows for the coupling of two highly versatile yet orthogonal functionalities, allowing rapid diversification of...

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Veröffentlicht in:Angewandte Chemie 2015-08, Vol.127 (33), p.9804
Hauptverfasser: Welin, Eric R, Warkentin, Alexander A, Conrad, Jay C, MacMillan, David W C
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creator Welin, Eric R
Warkentin, Alexander A
Conrad, Jay C
MacMillan, David W C
description The combination of photoredox catalysis and enamine catalysis has enabled the development of an enantioselective [alpha]-cyanoalkylation of aldehydes. This synergistic catalysis protocol allows for the coupling of two highly versatile yet orthogonal functionalities, allowing rapid diversification of the oxonitrile products to a wide array of medicinally relevant derivatives and heterocycles. This methodology has also been applied to the total synthesis of the lignan natural product (-)-bursehernin.
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title Enantioselective [alpha]-Alkylation of Aldehydes by Photoredox Organocatalysis: Rapid Access to Pharmacophore Fragments from [beta]-Cyanoaldehydes
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