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Photocatalytic carbanion generation – benzylation of aliphatic aldehydes to secondary alcohols

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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.

Graphical abstract: Photocatalytic carbanion generation – benzylation of aliphatic aldehydes to secondary alcohols

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Publication details

The article was received on 19 Mar 2019, accepted on 15 Apr 2019 and first published on 16 Apr 2019


Article type: Edge Article
DOI: 10.1039/C9SC01356C
Citation: Chem. Sci., 2019, Advance Article
  • Open access: Creative Commons BY-NC license
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    Photocatalytic carbanion generation – benzylation of aliphatic aldehydes to secondary alcohols

    K. Donabauer, M. Maity, A. L. Berger, G. S. Huff, S. Crespi and B. König, Chem. Sci., 2019, Advance Article , DOI: 10.1039/C9SC01356C

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