Dimethyl malonate/LHMDS system as a new protocol for generating methyl formate anion (-COOMe) in the condensed-phase

作者：Di Bussolo Valeria^*; Princiotto Salvatore; Martinelli Elisa; Bordoni Vittorio; Crotti Paolo^*

来源：Tetrahedron Letters, 2016, 57(15): 1644-1647.

DOI：10.1016/j.tetlet.2016.02.090

• Methyl formate anion
• Methoxycarbonyl anion
• Dimethyl malonate
• Condensed-phase
• Nucleophilic substitution

The treatment of dimethyl malonate with LHMDS in anhydrous THF (condensed-phase) generates, in addition to the expected corresponding lithium enolate, methyl formate anion (or methoxycarbonyl anion, -COOMe) which can react with several electrophiles to give corresponding methoxycarbonyl derivatives by nucleophilic substitution reaction.

• 出版日期2016-4-13