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Photocatalytic carbanion generation – benzylation of aliphatic aldehydes to secondary alcohols

Donabauer, Karsten ; Maity, Mitasree ; Berger, Anna Lucia ; Huff, Gregory S. ; Crespi, Stefano ; König, Burkhard


We present a redox-neutral method for the photocatalytic generation of carbanions. Benzylic carboxylates are photooxidized by single electron transfer; immediate CO2 extrusion and reduction of the in situ formed radical yields a carbanion capable of reacting with aliphatic aldehydes as electrophiles giving the Grignard analogous reaction product.<bold> </bold>

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