The powerful electrophile trimethylsilyl iodide in the presence of certain catalysts rapidly and cleanly initiates the ring opening of a variety of cyclobutanone derivatives in a highly regioselective fashion yielding ultimately B-iodoketones. The synthetic accessibility and high reactivity of cycl
The electrophilically initiated ring opening of some cyclobutanone derivatives
β Scribed by R.D. Miller; D.R. McKean
- Publisher
- Elsevier Science
- Year
- 1979
- Tongue
- French
- Weight
- 181 KB
- Volume
- 20
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Cyclobutanone derivatives by virtue of their reactivity have proved to be valuable synthetic intermediates, and recent synthetic advances have increased their accessibility.' Most useful transformations of these compounds are initiated by addition of reagents to the strained carbonyl and subsequent ring expansion, contraction or opening. Ring enlargement usually involves bond migration to an election deficient center (e.g., Baeyer-Villiger oxidation) while
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