33522-19-9Relevant academic research and scientific papers
A Convenient Route to β-Aryl-substituted Cyclic Enamines as Key Synthetic Intermediates of Sceletium and Amaryllidaceae Alkaloids
Matsumura, Yoshihiro,Terauchi, Jun,Yamamoto, Takashi,Konno, Takashi,Shono, Tatsuya
, p. 8503 - 8512 (2007/10/02)
Aryl groups were introduced into the position β to the nitrogen atom of cyclic amines by carrying out the anodic α-methoxylation of cyclic amine derivatives, the elimination of methanol from the oxidized products, the halomethoxylation of the resulting α,β-unsaturated cyclic amine derivatives, the replacement of the α-methoxy group with an aryl group, and the silver ion-promoted migration of the α-aryl group to the β-position, consecutively.This method was applied to the synthesis of some alkaloids such as (+/-)-mesembrine.
