Synlett

Synthesis of β-amino and β-methoxy ketones by Lewis acids promoted β-substitution reactions of β, γ-unsaturated ketones

ASY Lee, SH Wang, YT Chang, SF Chu

Index: Lee, Adam Shih-Yuan; Wang, Shu-Huei; Chang, Yu-Ting; Chu, Shu-Fang Synlett, 2003 , # 15 p. 2359 - 2363

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Citation Number: 12

Abstract

Abstract A reaction mixture of β, γ-unsaturated ketone and BF 3· OEt 2 in CH 3 OH 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, AlCl 3 and Ts-NH 2 in CH 2 Cl 2 at room temperature. This Lewis acid promoted β- substitution reaction mechanism was proposed as that the process occurred via in situ ...