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Efficient Synthesis of Methyl 2-(tert-Butyl)acrylate and Analogous Esters

Authors
Xu, Long-He
Published in Helvetica Chimica Acta. 1994, vol. 77, no. 6, p. 1480-1484
Abstract The title products are prepared via an efficient three-step synthesis which involves hydroalumination of methyl propiolate and Lewis-acid-promoted reaction with acetone in the presence of BF3 followed by two highly selective SN2' reactions. The key step is the reaction of 2-(chloromethyl)acrylates with R2CuLi/ZnCl2 reagents which takes place with complete allylic rearrangement.
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XU, Long-He, KUNDIG, Ernst Peter. Efficient Synthesis of Methyl 2-(tert-Butyl)acrylate and Analogous Esters. In: Helvetica Chimica Acta, 1994, vol. 77, n° 6, p. 1480-1484. https://archive-ouverte.unige.ch/unige:6227

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Deposited on : 2010-04-20

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