One-Pot Synthesis of α-Substituted Acrylates

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...

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Main Authors:	Magdalini Matziari, Yixin Xie
Format:	Article
Language:	English
Published:	Georg Thieme Verlag KG 2018-04-01
Series:	SynOpen
Subjects:	acrylates horner–wadsworth–emmons reaction amino-acid analogues one-pot synthesis β-amino acids
Online Access:	http://www.thieme-connect.de/DOI/DOI?10.1055/s-0037-1610357

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record_format	Article
spelling	doaj-de70b2fefd3d4a63a38ce652129e136c2020-11-25T03:14:45ZengGeorg Thieme Verlag KGSynOpen2509-93962018-04-0102020161016710.1055/s-0037-1610357One-Pot Synthesis of α-Substituted AcrylatesMagdalini Matziari0Yixin XieXi’an Jiaotong-Liverpool UniversityAbstract 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.http://www.thieme-connect.de/DOI/DOI?10.1055/s-0037-1610357acrylateshorner–wadsworth–emmons reactionamino-acid analoguesone-pot synthesisβ-amino acids
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Magdalini Matziari Yixin Xie
spellingShingle	Magdalini Matziari Yixin Xie One-Pot Synthesis of α-Substituted Acrylates SynOpen acrylates horner–wadsworth–emmons reaction amino-acid analogues one-pot synthesis β-amino acids
author_facet	Magdalini Matziari Yixin Xie
author_sort	Magdalini Matziari
title	One-Pot Synthesis of α-Substituted Acrylates
title_short	One-Pot Synthesis of α-Substituted Acrylates
title_full	One-Pot Synthesis of α-Substituted Acrylates
title_fullStr	One-Pot Synthesis of α-Substituted Acrylates
title_full_unstemmed	One-Pot Synthesis of α-Substituted Acrylates
title_sort	one-pot synthesis of α-substituted acrylates
publisher	Georg Thieme Verlag KG
series	SynOpen
issn	2509-9396
publishDate	2018-04-01
description	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.
topic	acrylates horner–wadsworth–emmons reaction amino-acid analogues one-pot synthesis β-amino acids
url	http://www.thieme-connect.de/DOI/DOI?10.1055/s-0037-1610357
work_keys_str_mv	AT magdalinimatziari onepotsynthesisofasubstitutedacrylates AT yixinxie onepotsynthesisofasubstitutedacrylates
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One-Pot Synthesis of α-Substituted Acrylates

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