Efficient synthesis of fully renewable, furfural-derived building blocks <i>via</i> formal Diels–Alder cycloaddition of atypical addends-Reference-Cited by-同舟云学术

Efficient synthesis of fully renewable, furfural-derived building blocks via formal Diels–Alder cycloaddition of atypical addends

Published:2023 Issue:23 Volume:25 Page:9689-9694
ISSN:1463-9262
Container-title:Green Chemistry
language:en
Short-container-title:Green Chem.

Author:

Cioc Răzvan C.¹,Harsevoort Eva¹,Lutz Martin²,Bruijnincx Pieter C. A.¹^ORCID

Affiliation:

1. Organic Chemistry and Catalysis, Institute for Sustainable and Circular Chemistry, Faculty of Science, Utrecht University, Universiteitsweg 99, 3584 CG, Utrecht, The Netherlands

2. Dr M. Lutz, Structural Biochemistry, Bijvoet Centre for Biomolecular Research, Faculty of Science, Utrecht University, Universiteitsweg 99, 3584 CG, Utrecht, The Netherlands

Abstract

Tethering an unreactive furan diene to a poorly reactive dienophile leads to a 100% biobased substrate for the intramolecular [4 + 2] DA cycloaddition. This novel platform molecule was transformed into a range of valuable, renewable intermediates.

Funder

Nederlandse Organisatie voor Wetenschappelijk Onderzoek

Publisher

Royal Society of Chemistry (RSC)

Subject

Pollution,Environmental Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2023/GC/D3GC02357E

Reference32 articles.

1. Biobased C6-Furans in Organic Synthesis and Industry: Cycloaddition Chemistry as a Key Approach to Aromatic Building Blocks

2. Derivatives of 7-oxabicyclo[2.2.1]heptane in nature and as useful synthetic intermediates

3. Terpenoids Bearing the 7-Oxabicyclo[2.2.1]heptane (7-Oxanorbornane) Skeleton. Natural Sources, Biological Activities and Chemical Synthesis

4. S.Bur and A.Padwa , in Methods and Applications of Cycloaddition Reactions in Organic Syntheses , ed. N. Nishiwaki , John Wiley & Sons, Inc , 1st edn, 2014 , pp. 355–406

5. Cantharidin-Based Small Molecules as Potential Therapeutic Agents

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