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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 and König, Burkhard (2019) Photocatalytic Carbanion Generation – Benzylation of Aliphatic
Aldehydes to Secondary Alcohols.
Chemical Science 10, pp. 5162-5166.

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Other URL: https://pubs.rsc.org/en/content/articlelanding/2019/SC/C9SC01356C#!divAbstract


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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Item type:Article
Date:2019
Institutions:Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Projects:DFG KO 1537/18-1, ERC No. 741623
Identification Number:
ValueType
10.1039/C9SC01356CDOI
Keywords:Photocatalysis
Dewey Decimal Classification:500 Science > 540 Chemistry & allied sciences
Status:Published
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Yes
Item ID:40102
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