Ryu Kimoon, Cho Young-Suk, Jung Soo-Im, Cho Cheon-Gyu
Department of Chemistry, Hanyang University, Seoul, Korea 133-791.
Org Lett. 2006 Jul 20;8(15):3343-5. doi: 10.1021/ol061231z.
[Structure: see text] An efficient one-step synthetic protocol for 3-methyl-5-bromo-2-pyrone was developed using the C3-selective Pd-catalyzed coupling reaction of 3,5-dibromo-2-pyrone with Me3Al-dimethylaminoethanol complex. A subsequent seven-step reaction sequence provided a cyclohexenyl bromide, which served as the key intermediate for the synthesis of the keto analogue of phomactin A, in 31% overall yield.
[结构：见正文] 利用3,5-二溴-2-吡喃酮与三甲基铝-二甲基氨基乙醇络合物的C3选择性钯催化偶联反应，开发了一种高效的一步合成3-甲基-5-溴-2-吡喃酮的方法。随后的七步反应序列得到了一种环己烯基溴化物，它作为合成腐霉素A酮类似物的关键中间体，总产率为31%。
