Visible light-mediated formal alkylation and [4+1]-cycloaddition strategies of silyl enol ethers with aryldiazoacetates
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.
Authors
- Rodrigo A. Cormanich (ORCID: https://orcid.org/0000-0001-7659-1749)
- Victor M. Deflon (ORCID: https://orcid.org/0000-0002-5368-6486)
- Rafael D. C. Gallo (ORCID: https://orcid.org/0000-0002-7972-1809)
- Guilherme Cariello Silva (ORCID: https://orcid.org/0000-0002-7772-8601)
- Igor D. Jurberg
Institutions
- Universidade Federal de São Carlos (BR)
- Universidade de São Paulo (BR)
- Universidade Estadual de Campinas (UNICAMP) (BR)
Publication Details
- Journal
- Chemical Communications
- Published
- 2024-12-03
- DOI
- https://doi.org/10.1039/d4cc05451b
- Citations
- 1
- Primary Topic
- Cyclopropane Reaction Mechanisms
- Type
- article
- Field-Weighted Citation Impact
- 0.25
Funders
- Fundação de Amparo à Pesquisa do Estado de São Paulo