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Caveat in alkylative fragmentation of aldehyde tosylhydrazones of cyclic ethers

✍ Scribed by S. Chandrasekhar; M. Venkat Reddy; Mohamed Takhi


Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
154 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis


Tosylhydrazones of aldehydes at the a-position of cyclic ethers when exposed to carbon nucleophiles produce either ring opened alkylated olefinic alcohols and/or cyclic alkylated vinyl ethers, the ratio of which is dependent on nature of hydrazone and nucleophile used.


πŸ“œ SIMILAR VOLUMES


Competing Fragmentation, Substitution an
✍ Walter Fischer; Cyril A. Grob πŸ“‚ Article πŸ“… 1978 πŸ› John Wiley and Sons 🌐 German βš– 763 KB

## Abstract The unstrained 3‐chloroalcohols **1a**, **2a** and **3a** do not undergo solvolytic fragmentation in neutral and weakly acidic 80% ethanol, only substitution and elimination products being formed by the limiting __S__~__N__~__1__‐__E1__ mechanisms. This also applies to the corresponding