Chromium Complex Catalyzed Synthesis of Spirocyclopropanes from Diaryl Diazo Compounds – Direct NMR-Spectroscopic Observation of a Carbene Complex Intermediate
✍ Scribed by Jürgen Pfeiffer; Martin Nieger; Karl Heinz Dötz
- Publisher
- John Wiley and Sons
- Year
- 1998
- Tongue
- English
- Weight
- 821 KB
- Volume
- 1998
- Category
- Article
- ISSN
- 1434-193X
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✦ Synopsis
The [2 + 1] cycloaddition reaction of electron-rich alkenes such as enol ethers with 9-diazo-9H-fluorene (1) is efficiently catalyzed by pentacarbonyl(η 2 -cis-cyclooctene)chromium(0) (2). This cyclopropanation reaction shows a pronounced preference for electron-rich C=C bonds, as demonstrated by the regioselective reactions of allyl vinyl ether and 2vinyloxyethyl acrylate; the [2 + 1] cycloaddition proceeds via the carbene complex intermediate 13, which has been detected by 13 C-NMR spectroscopy in the course of the
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