Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
191740 | Electrochimica Acta | 2009 | 7 Pages |
Abstract
An electrochemical procedure for the N-acylation of chiral oxazolidin-2-ones, in the absence of volatile molecular organic solvents, has been set up via electrolyses of ionic liquid [bmim]BF4 containing oxazolidin-2-ones followed by addition of saturated or unsaturated anhydrides. N-acyloxazolidin-2-ones were isolated in good to elevated yields. The electrochemically induced N-acylation of chiral oxazolidin-2-ones occurs with total retention of the absolute configuration of all the chiral atoms. The electrogenerated carbene (1-butyl-3-methyl-1H-imidazol-2-ylidene) has been indicated as the base involved in the deprotonation of chiral oxazolidin-2-ones.
Related Topics
Physical Sciences and Engineering
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Chemical Engineering (General)
Authors
Isabella Chiarotto, Michelle M.M. Feeney, Marta Feroci, Achille Inesi,