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Synfacts 2010(12): 1419-1419  
DOI: 10.1055/s-0030-1258925
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart ˙ New York

Organophotoredox Catalysis

Contributor(s):Benjamin List, Ilija Čorić
M. Neumann, S. Füldner, B. König, K. Zeitler*
Universität Regensburg, Germany
Metal-Free, Cooperative Asymmetric Organophotoredox Catalysis with Visible Light
Angew. Chem. Int. Ed.  2010, DOI: 10.1002/anie.201002992 
Further Information

Publication History

Publication Date:
22 November 2010 (online)

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Key words

photoredox catalysis - α-alkylation - xanthene dyes

Significance

Classic xanthene dyes were demonstrated to be efficient photoredox catalysts for the organocatalytic asymmetric intermolecular α-alkylation of aldehydes. Under visible light irradiation eosin Y (2) gave comparable results to precious metal catalysts.

Comment

In 2008, Nicewicz and MacMillan reported an asymmetric intermolecular α-alkylation of aldehydes via a combination of photoredox catalysis and organocatalysis (Science 2008, 322, 77). Now, Zeitler and co-workers demonstrated that precious metal complexes can be replaced by xanthene dyes as photoredox catalysts rendering the process purely organic. The extension of highly versatile photoredox catalysis to classic organic dyes is likely to find utility in a variety of other transformations.

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