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Stereo- and regioselective formation of silyl enol ethers via oxidation of vinyl anions

✍ Scribed by Franklin A. Davis; G. Sankar Lal; Jia Wei


Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
243 KB
Volume
29
Category
Article
ISSN
0040-4039

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✦ Synopsis


Oxidatkn of E-and Z-vinyl lithiums with silyl peroxides 5 affords silyl enol ethers 3 in good to excellent yield with retentton of configuration. This methodobgy represents a useful new procedure for the stereoand regbselective synthesis of ketone enolates.


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## Abstract **Summary:** Vinyl ether oligomers with reactive end groups were prepared by alkylation of silyl enol ethers during propagation. Silyl enol ethers were added to the cationic polymerization of isobutyl vinyl ether, ethyl vinyl ether and methyl vinyl ether. The polymerizations were carrie

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## Abstract Results are reported on the regioselective __C__‐deuteriation of a series of enolates derived from the addition of MeLi to the related enolacetate and silyl enol ether and discussed in terms of the similarity between these methods; comments are made on the possible role of the additive,