AI Article Synopsis
- The Furakawa-variant of the Simmons-Smith reagent transforms β-dicarbonyls into a zinc enolate through a homologation reaction.
- This zinc enolate can then react with different acylating agents to yield products containing both γ-dicarbonyl and β-dicarbonyl groups.
- Subsequently, treating the acylated product with extra zinc carbenoid leads to a second specific homologation reaction.
Article Abstract
Treatment of β-dicarbonyls with the Furakawa-variant of the Simmons-Smith reagent results in homologation and production of an intermediate zinc enolate. Treatment of the enolate with various acylating agents generate products with both γ-dicarbonyl functionality and β-dicarbonyl functionality. In situ exposure of the acylated product to additional zinc carbenoid effects a second regiospecific homologation reaction.
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Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC8372754 | PMC |
| http://dx.doi.org/10.1016/j.tet.2021.132223 | DOI Listing |
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Article Synopsis
- The Furakawa-variant of the Simmons-Smith reagent transforms β-dicarbonyls into a zinc enolate through a homologation reaction.
- This zinc enolate can then react with different acylating agents to yield products containing both γ-dicarbonyl and β-dicarbonyl groups.
- Subsequently, treating the acylated product with extra zinc carbenoid leads to a second specific homologation reaction.
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