2-Pyrone - A Privileged Heterocycle and Widespread Motif in Nature

被引:42
作者
Dobler, Daniel [1 ]
Leitner, Michael [1 ]
Moor, Natalija [1 ]
Reiser, Oliver [1 ]
机构
[1] Univ Regensburg, Inst Organ Chem, Univ Str 31, D-95053 Regensburg, Germany
关键词
Cross-coupling reactions; Cycloaddition; 2-Pyrone; Ring-opening reactions; Synthetic methods; DIELS-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;
D O I
10.1002/ejoc.202101112
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:6180 / 6205
页数:26
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