A facile synthesis of 3, 4-dienamides by the reaction of propargyl alcohols with cyclic amide acetals, and their stereoselective rearrangement to 2 (E), 4 (Z)-dienamides …
S Tsuboi, Y Nooda, A Takeda
文献索引：Tsuboi, Sadao; Nooda, Yuji; Takeda, Akira Journal of Organic Chemistry, 1984 , vol. 49, # 7 p. 1204 - 1208
Thermal condensation of propargyl alcohols with acetals of 1-acetylpyrrolidine and 1- acetylpiperidine gave 3, Cdienamides in good yields. Alumina promoted the rearrangement of j3-allenic amides to 2@), 4 (Z)-dienamides stereoselectively. Ita application to the synthesis of isochavicine of pepper components is described. Carbon-13 NMR data of these dienamides were obtained.
