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

Add time:09/03/2019    Source:sciencedirect.com

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.

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