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Oxidative Conversion of Silyl Enol Ethers to α,β-Unsaturated Ketones Employing Oxoammonium Salts

✍ Scribed by Hayashi, Masaki; Shibuya, Masatoshi; Iwabuchi, Yoshiharu

Book ID
120882736
Publisher
American Chemical Society
Year
2011
Tongue
English
Weight
344 KB
Volume
14
Category
Article
ISSN
1523-7060

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Conversion of α,β-epoxysilanes to silyl enol ethers; an unprecedented stereochemical result
✍ Paul F. Hudrlik; Robert H. Schwartz; Ashok K. Kulkarni 📂 Article 📅 1979 🏛 Elsevier Science 🌐 French ⚖ 244 KB

Acyclic a,@-dihydroxysilanes (prepared from c@-epoxysilanes) react with KH to give silyl enol ethers; the predominant stereochemistry is consistent with anti elimination via d-oxidosilanes. We have recently shown that c&p-epoxysilanes can serve as stereospecific vinyl cation equivalents in the synth