An efficient synthesis of 5-silyl-2,3-dihydrofurans via acid-catalyzed ring-enlargement of cyclopropyl silyl ketones and their functionalization |
| |
Authors: | Mitsunori Honda Tomoyuki Naitou Hiromitsu Hoshino Seiji Takagi Masahito Segi Tadashi Nakajima |
| |
Institution: | Division of Material Sciences, Graduate School of Natural Science and Technology, Kanazawa University, Kakuma-machi, Kanazawa, Ishikawa 920-1192, Japan |
| |
Abstract: | Treatment of cyclopropyl silyl ketones with trimethylsilyl trifluoromethanesulfonate as a strong acid having low nucleophilic counter anion gives the corresponding 5-silyl-2,3-dihydrofuran derivatives, exclusively, regardless of substituents on the cyclopropane ring or silicon atom. The resulting 5-silyl-2,3-dihydrofuran derivatives exhibit both reactivities of the vinylsilane and the cyclic enol ether in the subsequent reaction with electrophilic reagents or Heck type reaction. |
| |
Keywords: | Cyclopropyl silyl ketone Dihydrofurane Ring enlargement Heck reaction |
本文献已被 ScienceDirect 等数据库收录! |
|