A Practical Synthesis of α-Substituted tert-Butyl Acrylates from Meldrum's Acid and Aldehydes
Reference:
Frost, C. G., Penrose, S. D. and Gleave, R., 2009. A Practical Synthesis of α-Substituted tert-Butyl Acrylates from Meldrum's Acid and Aldehydes. Synthesis, 4, pp. 627-635.
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Official URL:
http://dx.doi.org/10.1055/s-0028-1083351
Abstract
An expeditious synthesis of α-substituted tert-butyl acrylates from commercially available aldehydes and Meldrum's acid has been established. The method benefits from a telescoped condensation-reduction sequence to afford 5-monosubstituted Meldrum's acid derivatives followed by a Mannich-type reaction triggered by a rapid cycloreversion of the dioxinone ring on heating with tert-butyl alcohol.
Details
| Item Type | Articles |
| Creators | Frost, C. G., Penrose, S. D. and Gleave, R. |
| DOI | 10.1055/s-0028-1083351 |
| Uncontrolled Keywords | tandem reactions, mannich bases, alkenes, acrylate derivatives |
| Departments | Faculty of Science > Chemistry |
| Refereed | Yes |
| Status | Published |
| ID Code | 13867 |
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