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Rearrangements initiated by trimethylsilyl iodide: the facile ring opening of some cyclobutanone derivatives

โœ Scribed by R.D. Miller; D.R. McKean


Publisher
Elsevier Science
Year
1980
Tongue
French
Weight
217 KB
Volume
21
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


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 cyclobutanone derivatives has marked them as valuable synthetic reagents.


๐Ÿ“œ SIMILAR VOLUMES


The electrophilically initiated ring ope
โœ R.D. Miller; D.R. McKean ๐Ÿ“‚ Article ๐Ÿ“… 1979 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 181 KB

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