Direct alpha-Siladifluoromethylation of Lithium Enolates with Ruppert-Prakash Reagent via C-F Bond Activation

作者：Hashimoto Ryota; Iida Toshiaki; Aikawa Kohsuke; Ito Shigekazu; Mikami Koichi^*

来源：Chemistry - A European Journal, 2014, 20(10): 2750-2754.

DOI：10.1002/chem.201304473

• CF activation
• difluoromethylation
• lithium enolate
• Ruppert-Prakash reagent
• umpolung

The direct -siladifluoromethylation of lithium enolates with the Ruppert-Prakash reagent (CF3TMS) is shown to construct the tertiary and quaternary carbon centers. The Ruppert-Prakash reagent, which is versatile for various trifluoromethylation as a trifluoromethyl anion (CF3-) equivalent, can be employed as a siladifluoromethyl cation (TMSCF2+) equivalent by CF bond activation due to the strong interaction between lithium and fluorine atoms.

• 出版日期2014-3-3