69706-18-9Relevant academic research and scientific papers
Synthesis of β-Amino and β-Methoxy Ketones by Lewis Acids Promoted β-Substitution Reactions of βγ,-Unsaturated Ketones
Lee, Adam Shih-Yuan,Wang, Shu-Huei,Chang, Yu-Ting,Chu, Shu-Fang
, p. 2359 - 2363 (2007/10/03)
A reaction mixture of β,γ-unsaturated ketone and BF 3·OEt2 in CH3OH was stirred at room temperature and β-methoxy ketone was produced in high yield. The β-amino ketone was obtained as the major product from a reaction mixture of β,γ-unsaturated ketone, AlCl3 and Ts-NH2 in CH2Cl2 at room temperature. This Lewis acid promoted β-substitution reaction mechanism was proposed as that the process occurred via in situ isomerization of β,γ-unsaturated ketone to α,β-unsaturated ketone followed by the 1,4-addition reaction.
