Abstract
The mild reductant chromium(II) chloride can discriminate between alkyl iodides, alkyl radicals, and allylic radicals. In the presence of Cr(II) the alkyl radical is so long-lived that it can undergo intermolecular addition to a 1,3-diene. Rapid one-electron reduction of the formed allylic radical results in an allylic chromium(II) species, which adds to an aldehyde to afford a three-component coupling product.
| Original language | English |
|---|---|
| Pages (from-to) | 152-155 |
| Number of pages | 4 |
| Journal | Angewandte Chemie - International Edition |
| Volume | 37 |
| Issue number | 1-2 |
| Publication status | Published - 1998 |
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Keywords
- Chromium
- Radical reactions
- Synthetic methods
ASJC Scopus subject areas
- Chemistry(all)
Cite this
Takai, K., Matsukawa, N., Takahashi, A., & Fujii, T. (1998). Three-component coupling reactions of alkyl iodides, 1,3-dienes, and carbonyl compounds by sequential generation of radical and anionic species with CrCl2. Angewandte Chemie - International Edition, 37(1-2), 152-155.