Synthesis of allyl 2-dialkylamino-4-pentenoates and their analogs via Stevens rearrangement

AV Babakhanyan, LG Shakhbazyan…

Index: Babakhanyan; Shakhbazyan; Grigoryan; Kocharyan Russian Journal of Organic Chemistry, 2003 , vol. 39, # 9 p. 1227 - 1230

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Abstract

Abstract Stevens rearrangement of ammonium salts containing an allyloxycarbonylmethyl group in benzene in the presence of sodium phenoxide yields allyl 2-dialkylamino-4- pentenoates. The rearrangement in the presence of sodium methoxide is accompanied by transesterification to afford methyl 2-dialkylamino-4-pentenoates.