An efficient one-pot synthesis of β-enamino ketones from endo glucal via hypervalent iodine
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- 作者：Zi-Ping Lin ; Hsu-Hsuan Wu ; Masayuki Kimura ; Kimiyoshi Kaneko ; Hiroyuki Takayama ; Fung Fuh Wong ; Jin Bin Wu ; Hui-Chang Lin
- 关键词：Enamination ; β ; -Enamino ketones ; β ; -Alkoxyvinyl ketones ; Hypervalent iodine
- 刊名：Tetrahedron Letters
- 出版年：2010
- 出版时间：17 November 2010
- 年：2010
- 卷：51
- 期：46
- 页码：5996-5999
- 全文大小：230 K
文摘
β-Enamino ketones were successfully synthesized by reaction of endo glycals with primary or secondary amines in the presence of hypervalent iodine reagent in one pot. After the oxidation and protonation taking place on hypervalent iodine agent in acidic condition, endo glucals were effectively converted into the uncyclic β-alkoxyvinyl ketones. Further substitution of β-alkoxyvinyl ketones with primary or secondary amines provided the corresponding β-enamino ketone derivatives in 57–67 % yields.