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Addition reactions of ethoxycarbonylnitrene and ethoxycarbonylnitrenium ion to allylic ethers

✍ Scribed by M.Antonietta Loreto; Lucio Pellacani; Paolo A Tardella; Elena Toniato

Publisher
Elsevier Science
Year
1984
Tongue
French
Weight
146 KB
Volume
25
Category
Article
ISSN
0040-4039

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✦ Synopsis

Ethoxycarbonylnitrene (EtOCON) generated by a-elimination adds cleanly to allylic ethers giving substituted aziridines . Similar addition via nitrenium ion (EtOCONH ) gives derivatives of N -amino alcohols .

πŸ“œ SIMILAR VOLUMES

Mechanism of reactions of unsaturated et
Mechanism of reactions of unsaturated ethers and thioethers III: Acid catalyzed addition of water to ethynyl ethers
✍ E. J. Stamhuis; W. Drenth πŸ“‚ Article πŸ“… 2010 πŸ› Elsevier Science 🌐 English βš– 504 KB

## Abstract The kinetics of the addition of water to ethynyl ethers in aqueous solution were investigated: equation image The reaction is general acid catalyzed. This indicates, that a proton transfer is the rate determining step of the reaction: equation image

Mechanism of reactions of unsaturated et
Mechanism of reactions of unsaturated ethers and thioethers. VIII: Acid-catalyzed addition of water to 1-alkynyl ethers
✍ E. J. Stamhuis; W. Drenth πŸ“‚ Article πŸ“… 2010 πŸ› Elsevier Science 🌐 English βš– 360 KB

## Abstract Additional evidence for the occurrence of a rate determining proton transfer in the hydration of 1‐alkynyl ethers is afforded by the value of the solvent deuterium isotope effect, k/k = 1.7. The addition of water to 1‐ethoxy‐1‐propyne was investigated in a series of alcohol‐water mixtu