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Dobler, Daniel ; Leitner, Michael ; Moor, Natalija ; Reiser, Oliver

2‐Pyrone – A Privileged Heterocycle and Widespread Motif in Nature

Dobler, Daniel, Leitner, Michael, Moor, Natalija and Reiser, Oliver (2021) 2‐Pyrone – A Privileged Heterocycle and Widespread Motif in Nature. European Journal of Organic Chemistry 2021, pp. 6180-6205.

Date of publication of this fulltext: 02 Dec 2021 06:25
Article
DOI to cite this document: 10.5283/epub.51073


Abstract

The 2-pyrone moiety can be found in a large number of natural products with a wide range of biological activities, including antibiotic, antifungal, cytotoxic, neurotoxic, phytotoxic, anti-inflammatory and cardiotonic effects. With its heterocyclic structure encompassing the chemical nature of conjugated dienes, lactones, Michael acceptors and arenes, it can undergo a great variety of ...

The 2-pyrone moiety can be found in a large number of natural products with a wide range of biological activities, including antibiotic, antifungal, cytotoxic, neurotoxic, phytotoxic, anti-inflammatory and cardiotonic effects. With its heterocyclic structure encompassing the chemical nature of conjugated dienes, lactones, Michael acceptors and arenes, it can undergo a great variety of transformations such as cycloadditions, ring-opening reactions, cross-couplings and lactamizations. Thus, 2-pyrones represent valuable synthetic precursors and worthwhile targets in organic, polymer, and medical chemistry. Owing to its exquisite chemical and physical properties, the synthesis and further transformations of 2-pyrones have attracted considerable attention over the past decade, showcasing transition metal and metal free strategies and using readily available starting materials, notably those stemming from renewable resources.



Involved Institutions


Details

Item typeArticle
Journal or Publication TitleEuropean Journal of Organic Chemistry
Publisher:Wiley
Place of Publication:WEINHEIM
Volume:2021
Page Range:pp. 6180-6205
Date30 October 2021
InstitutionsChemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
Identification Number
ValueType
10.1002/ejoc.202101112DOI
KeywordsDIELS-ALDER REACTIONS; ELECTRONICALLY MATCHED 2-PYRONES; CATALYZED DECARBONYLATIVE ADDITION; H BOND FUNCTIONALIZATION; ONE-POT SYNTHESIS; ALPHA-PYRONES; METHYL-COUMALATE; STEREOSELECTIVE-SYNTHESIS; SELECTIVE SYNTHESIS; COUPLING REACTIONS; Cross-coupling reactions; Cycloaddition; 2-Pyrone; Ring-opening reactions; Synthetic methods
Dewey Decimal Classification500 Science > 540 Chemistry & allied sciences
StatusPublished
RefereedYes, this version has been refereed
Created at the University of RegensburgYes
URN of the UB Regensburgurn:nbn:de:bvb:355-epub-510733
Item ID51073

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