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

Xu, Long-He; Kundig, Ernst Peter

doi:10.1002/hlca.19940770603

Scientific article

English

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

ContributorsXu, Long-He; Kundig, Ernst Peter

Published inHelvetica chimica acta, vol. 77, no. 6, p. 1480-1484

Publication date1994

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.

Affiliation entities

Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Citation (ISO format)

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. doi: 10.1002/hlca.19940770603

Article (Published version)

Identifiers

PID : unige:6227
DOI : 10.1002/hlca.19940770603

Journal ISSN0018-019X

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

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