An efficient one-pot synthesis of β-enamino ketones from endo glucal via hypervalent iodine

作者：Lin, Zi-Ping; Wu, Hsu-Hsuan; Kimura, Masayuki; Kaneko, Kimiyoshi; Takayama, Hiroyuki; Wong, Fung Fuh; Bin Wu, Jin; Lin, Hui-Chang^*

来源：Tetrahedron Letters, 2010, 51(46): 5996-5999.

DOI：10.1016/j.tetlet.2010.09.019

• Enamination
• beta-Enamino ketones
• beta-Alkoxyvinyl ketones
• Hypervalent iodine

beta-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 beta-alkoxyvinyl ketones. Further substitution of beta-alkoxyvinyl ketones with primary or secondary amines provided the corresponding beta-enamino ketone derivatives in 57-67% yields.

• 出版日期2010-11-17
• 单位中国医科大学