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CC BY ND NC 4.0 · SynOpen 2018; 02(02): 0161-0167
DOI: 10.1055/s-0037-1610357
DOI: 10.1055/s-0037-1610357
paper
One-Pot Synthesis of α-Substituted Acrylates
This work was supported by XJTLU.Weitere Informationen
Publikationsverlauf
Received: 09. April 2018
Accepted after revision: 25. April 2018
Publikationsdatum:
29. Mai 2018 (online)
Abstract
A simple and efficient synthetic method towards α-substituted acrylic esters has been developed using the Horner–Wadsworth–Emmons (HWE) reaction with HCHO after alkylation of phosphonoacetates in a one-pot reaction. This method allows the smooth introduction of various side-chains, such as natural amino acids and other biologically relevant substituents. The use of mild conditions, inexpensive reagents, short reaction times and simple work-up and purification steps provides an effective and general alternative to cumbersome multistep and low-yielding procedures described to date.
Key words
acrylates - Horner–Wadsworth–Emmons reaction - amino-acid analogues - one-pot synthesis - β-amino acidsSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1610357.
- Supporting Information
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