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Photocatalytic Carbanion Generation – Benzylation of Aliphatic
Aldehydes to Secondary Alcohols

URN to cite this document:
urn:nbn:de:bvb:355-epub-401029
Donabauer, Karsten ; Maity, Mitasree ; Berger, Anna Lucia ; Huff, Gregory S. ; Crespi, Stefano ; König, Burkhard
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Date of publication of this fulltext: 29 Apr 2019 05:58


Abstract

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.


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