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Conjugative 1.5-addition of organic acids to activated vinylcyclopropanes

✍ Scribed by Shalom Sarel; Raphael Ben-Shoshan

Book ID
104223191
Publisher
Elsevier Science
Year
1965
Tongue
French
Weight
249 KB
Volume
6
Category
Article
ISSN
0040-4039

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✦ Synopsis

In a previous paper' it has been suggested that the formation of the two products: ir-cyclopropylstyrenes (III) and 4-arylpent-3-enyl acetates (V), resulting from the acetic anhydride-promoted dehydration of methylsrylcyclopropylcarbinols (I), involves a cormnon cerbonium-ion intermediate of the structure II, which is at equilibrium with both the homoallylic carbonium-ion, IV, and the olefine, III*. This communication presents evidence substantiating the above proposed reaction mechanism, and showsthat vinylcyclopropanes, properly activated by aryl

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