Abstract
The title compounds were found to undergo a [2+2] photocycloaddition with olefins at λ = 419 nm in CH 2 Cl 2 as the solvent. The resulting cyclobutanes were isolated in yields of 32-87% (11 examples) and showed a defined relative configuration at C1/C4 in the major diastereoisomer (nitro and aryl trans). The analysis of side products and triplet sensitization experiments support a mechanistic scenario in which a 1,4-diradical is formed as a key intermediate.
| Original language | English |
|---|---|
| Pages (from-to) | 2946-2950 |
| Number of pages | 5 |
| Journal | Synlett |
| Volume | 28 |
| Issue number | 20 |
| DOIs | |
| State | Published - 18 Dec 2017 |
Keywords
- cycloaddition
- cyclobutanes
- diastereoselectivity
- nitro compounds
- photochemistry
- stereoselective synthesis
- umpolung
- visible light
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