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.
Dimethyl malonate/LHMDS system as a new protocol for generating methyl formate anion (-COOMe) in the condensed-phase Dedicated to Professor Charles H. DePuy (1927-2013)
DI BUSSOLO, VALERIA
Primo
;BORDONI, VITTORIO;CROTTI, PAOLO
2016-01-01
Abstract
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.File in questo prodotto:
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