Visible light-mediated formal alkylation and [4+1]-cycloaddition strategies of silyl enol ethers with aryldiazoacetates†
Guilherme
Cariello, 
a
Rafael D. C.
Gallo,
a
Victor M.
Deflon,
b
Rodrigo A.
Cormanich
a
and
Igor D.
Jurberg
*a
a
Rafael D. C.
Gallo,
a
Victor M.
Deflon,
b
Rodrigo A.
Cormanich
a
and
Igor D.
Jurberg
*a
Abstract
A reaction sequence of visible light-mediated cyclopropanation/acid-promoted ring-opening is described for the formal alkylation of silyl enol ethers with aryldiazoacetates. Under the same conditions, the Danishefsky's diene can react with aryldiazoacetates to afford [4+1]-cycloaddition adducts. Key mechanistic aspects are proposed based on experimental evidence and DFT calculations.
![Graphical abstract: Visible light-mediated formal alkylation and [4+1]-cycloaddition strategies of silyl enol ethers with aryldiazoacetates](/en/Image/Get?imageInfo.ImageType=GA&imageInfo.ImageIdentifier.ManuscriptID=D4CC05451B&imageInfo.ImageIdentifier.Year=2025)
- This article is part of the themed collection: ChemComm 60th Anniversary Collection
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