1, 5-Hydride shift in products of Stevens 3, 2-rearrangement of methyl (alkyl)(alkoxycarbonylmethyl)-(3-phenyl-2-propynyl) ammonium bromides

VS Ovsepyan, AV Babakhanyan, MO Manukyan…

Index: Ovsepyan; Babakhanyan; Manukyan; Kocharyan Russian Journal of General Chemistry, 2004 , vol. 74, # 9 p. 1376 - 1382

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Abstract

Abstract The products of the Stevens 3, 2-rearrangement of ammonium salts containing methyl and other (ethyl, propyl, butyl) alkyl groups along with 3-phenylprop-2-ynyl, under the reaction conditions undergo, roughly by half, intramolecular hydride shift with intermediate formation of immonium salts. The latter convert into enamino esters whose hydrolysis involving alkyl groups at the nitrogen atom gives rise to lower aliphatic aldehydes and the ...

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