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Novel ring contraction of dioxepanes to tetrahydropyrans. Reaction of dioxepanes with trimethylsilyl trifluoromethanesulfonate

✍ Scribed by Kentaro Okuma; Tetsuji Hayano; Kosei Shioji; Haruo Matsuyama


Book ID
104210022
Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
118 KB
Volume
41
Category
Article
ISSN
0040-4039

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Gas-phase chemistry of acylium ions. Sev
✍ Moraes, Luiz Alberto B.; Kotiaho, Tapio; Eberlin, Marcos N. πŸ“‚ Article πŸ“… 1999 πŸ› John Wiley and Sons 🌐 English βš– 162 KB

As shown by pentaquadrupole triple-stage mass spectrometric and 18 O-labeling experiments, two sevenmembered cyclic acetals, 1,3-dioxepane and 1,3-dioxep-5-ene, fail to react by transacetalization with the gaseous acylium ions CH 3 C Y O and (CH 3 ) 2 NC Y O. Instead, a novel and less exothermic but