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Nonstereospecificity in the cycloadditions of keteneiminium salts to olefins. Evidence for a stepwise mechanism.

✍ Scribed by Hiroyuki Saimoto; Catherine Houge; Anne-Marie Hesbain-Frisque; Anne Mockel; Léon Ghosez

Publisher
Elsevier Science
Year
1983
Tongue
French
Weight
226 KB
Volume
24
Category
Article
ISSN
0040-4039

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✦ Synopsis

The stereospecificity of the olefin-keteneiminium salt reaction is shown to be dependent on the nitrogen substituents. This is taken as evidence for a stepwise mechanism.

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The 2π + 2π cycloaddition of an allyl ca
The 2π + 2π cycloaddition of an allyl cation to (1Z,3E)-cycloalkadienes. Evidence for a stepwise process in the lonic Diels-Alder reaction.
✍ Paul G. Gassman; Subhash P. Chavan; Lawrence B. Fertel 📂 Article 📅 1990 🏛 Elsevier Science 🌐 French ⚖ 261 KB

Treatment of (lZ,3E)-cycloalkadienes with 2-vinyl-1,3-dioxolane under acidic conditions produced 1:l cycloadducts in which an intermediate ally1 cation added to the dienes to give tram-fused cyclobutanes as the major products.