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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
CreatorsFrost, C. G., Penrose, S. D. and Gleave, R.
DOI10.1055/s-0028-1083351
Uncontrolled Keywordstandem reactions, mannich bases, alkenes, acrylate derivatives
DepartmentsFaculty of Science > Chemistry
RefereedYes
StatusPublished
ID Code13867

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