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

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.

Date of publication of this fulltext: 29 Apr 2019 05:58
Article


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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Details

Item typeArticle
Journal or Publication TitleChemical Science
Publisher:Royal Society of Chemistry (RSC)
Volume:10
Page Range:pp. 5162-5166
Date2019
InstitutionsChemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Identification Number
ValueType
10.1039/C9SC01356CDOI
KeywordsPhotocatalysis
Dewey Decimal Classification500 Science > 540 Chemistry & allied sciences
StatusPublished
RefereedYes, this version has been refereed
Created at the University of RegensburgYes
URN of the UB Regensburgurn:nbn:de:bvb:355-epub-401029
Item ID40102

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