Front Cover: Synthesis, Aromatization and Derivatization Reactions of 2-[9-( tert -Butoxycarbonyl)-4-oxo-1,5-dioxa-9-azaspiro[5.5]undec-2-en-2-yl]acetic Acid (Eur. J. Org. Chem. 1/2020)

Front Cover: Synthesis, Aromatization and Derivatization Reactions of 2-[9-( tert -Butoxycarbonyl)-4-oxo-1,5-dioxa-9-azaspiro[5.5]undec-2-en-2-yl]acetic Acid (Eur. J. Org. Chem. 1/2020)
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封面:2-[9-(叔丁氧基羰基)-4-氧代-1,5-二氧杂-9-氮杂螺[5.5]undec-2-en-2-基]乙酸的合成、芳构化和衍生化反应(

DOI:
10.1002/ejoc.201901831
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发表时间:
2019
影响因子:
2.8
通讯作者:
Ma T
Ma T
中科院分区:
化学3区
文献类型:
--
作者:
Ma T

文献摘要

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封面展示了新型螺稠哌啶与间苯二酚、色胺和色胺甲酰胺。这些是由 2-(9-Boc)-4-oxo-1, 5-dioxa-9-azaspiro [5.5] undec-2-en-2-yl) 乙酸合成的,通过连续 DCC 介导与 2-苯基-1, 3-dioxane-4, 6-dione 的偶联,酮烯酮生成并用香叶醇捕获,通过钯催化的仿生芳构化脱羧 和环化。通过萜烯环化和/或Boc-脱保护以及再酰化将所得螺-间苯二酚酯衍生化以提供螺-杂环产物。我们感谢 Visual Elements 的 Murray Robertson 创作了这幅艺术作品。更多信息请参阅 AGM Barrett 等人的全文。
The Front Cover shows novel spiro-fused piperidines with resorcylic, chromenic, and chromanic carboxamides. These were synthesized from 2-(9-Boc)-4-oxo-1, 5-dioxa-9-azaspiro [5.5] undec-2-en-2-yl) acetic acid by sequential DCC mediated coupling with 2-phenyl-1, 3-dioxane-4, 6-dione, keto-ketene generation and trapping with geraniol, biomimetic aromatization by palladium catalyzed decarboxylation and cyclization. The resultant spiro-resorcylate was derivatized by terpene cyclization and/or Boc-deprotection with reacylation to provide the spiro-heterocyclic products. We thank Murray Robertson, Visual Elements, for creating the artwork. More information can be found in the Full Paper by AGM Barrett et al.