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

TETRAHEDRON LETTERS

卷:57

Article

Di Bussolo, Valeria¹  Princiotto, Salvatore²  Martinelli, Elisa²  Bordoni, Vittorio²  Crotti, Paolo² 

[1] Univ Pisa, Dipartimento Chim & Chim Ind, Via G Moruzzi 3, I-56124 Pisa, Italy

[2] Univ Pisa, Dipartimento Farm, Via Bonanno 33, I-56126 Pisa, Italy

关键词: Methyl formate anion;    Methoxycarbonyl anion;    Dimethyl malonate;    Condensed-phase;    Nucleophilic substitution;   

DOI  :  10.1016/j.tetlet.2016.02.090

来源: Elsevier

【 摘 要 】

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. (C) 2016 Elsevier Ltd. All rights reserved.

【 授权许可】

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