Photocatalytic carbanion generation-benzylation of aliphatic aldehydes to secondary alcohols

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

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

52 Citations (Scopus)
36 Downloads (Pure)

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.

Original languageEnglish
Pages (from-to)5162-5166
Number of pages5
JournalChemical Science
Volume10
Issue number19
DOIs
Publication statusPublished - 2019
Externally publishedYes

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