351. Facile synthesis of alpha-substituted acrylate esters.
- Author
-
Hin B, Majer P, and Tsukamoto T
- Subjects
- Enzyme Inhibitors chemical synthesis, Indicators and Reagents, Metalloendopeptidases antagonists & inhibitors, Structure-Activity Relationship, Acrylates chemical synthesis, Carboxylic Acids, Esters chemical synthesis
- Abstract
Treatment of 5-monosubstituted Meldrum's acids with dimethylmethyleneimmonium iodide (Eschenmoser's iodide salt) in methanol gives alpha-substituted acrylate methyl esters in good yields. Easy access to 5-monosubstituted Meldrum's acids allowed us to synthesize a wide variety of alpha-substituted acrylate methyl esters. The reaction conditions are mild and tolerate many functional groups commonly used in organic synthesis; thus, this new method has potential as an alternative to conventional preparative methods for alpha-substituted acrylate esters.
- Published
- 2002
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