Photocatalytic carbanion generation – benzylation of aliphatic aldehydes to secondary alcohols

We present a redox-neutral method for the photocatalytic generation of carbanions. Benzylic carboxylates are photooxidized by single electron transfer; immediate CO(2) extrusion and reduction of the in situ formed radical yields a carbanion capable of reacting with aliphatic aldehydes as electrophil...

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Detalles Bibliográficos
Autores principales: Donabauer, Karsten, Maity, Mitasree, Berger, Anna Lucia, Huff, Gregory S., Crespi, Stefano, König, Burkhard
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6524566/
https://www.ncbi.nlm.nih.gov/pubmed/31183069
http://dx.doi.org/10.1039/c9sc01356c
Descripción
Sumario:We present a redox-neutral method for the photocatalytic generation of carbanions. Benzylic carboxylates are photooxidized by single electron transfer; immediate CO(2) 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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