Intermolecular Diels-Alder Cycloadditions of Furfural-Based Chemicals from Renewable Resources: A Focus on the Regio- and Diastereoselectivity in the Reaction with Alkenes

A recent strong trend toward green and sustainable chemistry has promoted the intensive use of renewable carbon sources for the production of polymers, biofuels, chemicals, monomers and other valuable products. The Diels-Alder reaction is of great importance in the chemistry of renewable resources a...

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Autores principales:	Konstantin I. Galkin, Valentine P. Ananikov
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	biobased furans renewable building blocks plant biomass Diels-Alder cycloaddition selectivity sustainable chemistry Biology (General) QH301-705.5 Chemistry QD1-999
Acceso en línea:	https://doaj.org/article/aefbbf27e97b42ba9189456d9f3bfbb7
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spelling	oai:doaj.org-article:aefbbf27e97b42ba9189456d9f3bfbb72021-11-11T17:16:55ZIntermolecular Diels-Alder Cycloadditions of Furfural-Based Chemicals from Renewable Resources: A Focus on the Regio- and Diastereoselectivity in the Reaction with Alkenes10.3390/ijms2221118561422-00671661-6596https://doaj.org/article/aefbbf27e97b42ba9189456d9f3bfbb72021-11-01T00:00:00Zhttps://www.mdpi.com/1422-0067/22/21/11856https://doaj.org/toc/1661-6596https://doaj.org/toc/1422-0067A recent strong trend toward green and sustainable chemistry has promoted the intensive use of renewable carbon sources for the production of polymers, biofuels, chemicals, monomers and other valuable products. The Diels-Alder reaction is of great importance in the chemistry of renewable resources and provides an atom-economic pathway for fine chemical synthesis and for the production of materials. The biobased furans furfural and 5-(hydroxymethyl)furfural, which can be easily obtained from the carbohydrate part of plant biomass, were recognized as “platform chemicals” that will help to replace the existing oil-based refining to biorefining. Diels-Alder cycloaddition of furanic dienes with various dienophiles represents the ideal example of a “green” process characterized by a 100% atom economy and a reasonable E-factor. In this review, we first summarize the literature data on the regio- and diastereoselectivity of intermolecular Diels-Alder reactions of furfural derivatives with alkenes with the aim of establishing the current progress in the efficient production of practically important low-molecular-weight products. The information provided here will be useful and relevant to scientists in many fields, including medical and pharmaceutical research, polymer development and materials science.Konstantin I. GalkinValentine P. AnanikovMDPI AGarticlebiobased furansrenewable building blocksplant biomassDiels-Alder cycloadditionselectivitysustainable chemistryBiology (General)QH301-705.5ChemistryQD1-999ENInternational Journal of Molecular Sciences, Vol 22, Iss 11856, p 11856 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	biobased furans renewable building blocks plant biomass Diels-Alder cycloaddition selectivity sustainable chemistry Biology (General) QH301-705.5 Chemistry QD1-999
spellingShingle	biobased furans renewable building blocks plant biomass Diels-Alder cycloaddition selectivity sustainable chemistry Biology (General) QH301-705.5 Chemistry QD1-999 Konstantin I. Galkin Valentine P. Ananikov Intermolecular Diels-Alder Cycloadditions of Furfural-Based Chemicals from Renewable Resources: A Focus on the Regio- and Diastereoselectivity in the Reaction with Alkenes
description	A recent strong trend toward green and sustainable chemistry has promoted the intensive use of renewable carbon sources for the production of polymers, biofuels, chemicals, monomers and other valuable products. The Diels-Alder reaction is of great importance in the chemistry of renewable resources and provides an atom-economic pathway for fine chemical synthesis and for the production of materials. The biobased furans furfural and 5-(hydroxymethyl)furfural, which can be easily obtained from the carbohydrate part of plant biomass, were recognized as “platform chemicals” that will help to replace the existing oil-based refining to biorefining. Diels-Alder cycloaddition of furanic dienes with various dienophiles represents the ideal example of a “green” process characterized by a 100% atom economy and a reasonable E-factor. In this review, we first summarize the literature data on the regio- and diastereoselectivity of intermolecular Diels-Alder reactions of furfural derivatives with alkenes with the aim of establishing the current progress in the efficient production of practically important low-molecular-weight products. The information provided here will be useful and relevant to scientists in many fields, including medical and pharmaceutical research, polymer development and materials science.
format	article
author	Konstantin I. Galkin Valentine P. Ananikov
author_facet	Konstantin I. Galkin Valentine P. Ananikov
author_sort	Konstantin I. Galkin
title	Intermolecular Diels-Alder Cycloadditions of Furfural-Based Chemicals from Renewable Resources: A Focus on the Regio- and Diastereoselectivity in the Reaction with Alkenes
title_short	Intermolecular Diels-Alder Cycloadditions of Furfural-Based Chemicals from Renewable Resources: A Focus on the Regio- and Diastereoselectivity in the Reaction with Alkenes
title_full	Intermolecular Diels-Alder Cycloadditions of Furfural-Based Chemicals from Renewable Resources: A Focus on the Regio- and Diastereoselectivity in the Reaction with Alkenes
title_fullStr	Intermolecular Diels-Alder Cycloadditions of Furfural-Based Chemicals from Renewable Resources: A Focus on the Regio- and Diastereoselectivity in the Reaction with Alkenes
title_full_unstemmed	Intermolecular Diels-Alder Cycloadditions of Furfural-Based Chemicals from Renewable Resources: A Focus on the Regio- and Diastereoselectivity in the Reaction with Alkenes
title_sort	intermolecular diels-alder cycloadditions of furfural-based chemicals from renewable resources: a focus on the regio- and diastereoselectivity in the reaction with alkenes
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/aefbbf27e97b42ba9189456d9f3bfbb7
work_keys_str_mv	AT konstantinigalkin intermoleculardielsaldercycloadditionsoffurfuralbasedchemicalsfromrenewableresourcesafocusontheregioanddiastereoselectivityinthereactionwithalkenes AT valentinepananikov intermoleculardielsaldercycloadditionsoffurfuralbasedchemicalsfromrenewableresourcesafocusontheregioanddiastereoselectivityinthereactionwithalkenes
_version_	1718432139126505472

Intermolecular Diels-Alder Cycloadditions of Furfural-Based Chemicals from Renewable Resources: A Focus on the Regio- and Diastereoselectivity in the Reaction with Alkenes

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