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A method for methylidenation and ethylidenation of an allylic thioether leading to a 2,3-sigma-tropic rearrangement. Failure of the Simmons-Smith reaction in the presence of thioethers

✍ Scribed by Zenyk Kosarych; Theodore Cohen


Book ID
104220993
Publisher
Elsevier Science
Year
1982
Tongue
French
Weight
263 KB
Volume
23
Category
Article
ISSN
0040-4039

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✦ Synopsis


Allylic phenylthioethers are converted in one step to homoallylic phenylthioethers by treatment with methylene iodide or ethylidene iodide in the presence of diethylzinc but not zinccopper or zinc-silver couples; furthermore, Simnrons-Smith cyclopropanation of cyclohexene is unsuccessful in the presence of various thioethers.