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. /2019),European Journal of Organic Chemistry

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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. /2019)
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2019-12-19 , DOI: 10.1002/ejoc.201901831
Tsz-Kan Ma ₁ , Philip J. Parsons ₁ , Anthony G. M. Barrett ₁

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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 A. G. M. Barrettet al.

中文翻译：

封面：2- [9-（叔丁氧羰基）-4-氧代-1,5-二氧杂-2-氮杂萘并[5.5]十一烷基-2-烯-2-基]乙酸的合成，芳香化和衍生化反应（ Eur.J.Org.Chem./2019）

封面显示了新颖的螺旋融合的哌啶与间苯二酚，二价铬和二价羧酰胺。这些是由2-（9-Boc）-4-氧-1、1,5-二氧杂-9-氮杂螺[5.5]十一烷基-2-烯-2-基）乙酸通过顺序DCC介导的与2-苯基-偶合反应合成的。 1,3-二氧六环-4,6-二酮，酮基酮的生成和香叶醇的捕集，钯催化的仿生芳构化和钯催化的脱羧和环化作用。通过萜烯环化和/或Boc脱保护并再酰基化，衍生出螺-间苯二酸酯，以提供螺-杂环产物。感谢Visual Elements的Murray Robertson创作作品。可以在A. G. M. Barrettet等人的论文全文中找到更多信息。

更新日期：2019-12-19

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