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Diversity‐Oriented Synthesis of Spirocyclohexene Indane‐1,3‐diones and Coumarin‐Fused Cyclopentanes via an Organobase‐Controlled Cascade Reaction
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2020-06-24 , DOI: 10.1002/adsc.202000597
Min Wang, Ping‐Yao Tseng, Woei‐Jye Chi, Sundaram Suresh, Athukuri Edukondalu, Yi‐Ru Chen, Wenwei Lin

An organobase‐controlled, divergent cascade reaction to construct spirocyclohexene indane‐1,3‐diones and coumarin‐fused cyclopentanes is reported. The cascade reaction is triggered by the 1,6‐addition of 3‐homoacylcoumarins to the indanedione‐derived acceptors and further regio/chemoselective reaction that preferentially resulted in spiro systems and fused cyclopentanes in a diversity‐oriented manner. The 1,6‐addition/aldol and 1,6‐addition/vinylogous Michael addition cascade processes were controlled by different base/solvent systems to the predominant formation of one of the two carbocyclic compounds.

中文翻译:

通过有机碱控制的级联反应,以多样性为导向的螺环己烯茚-1,3-二酮和香豆素融合的环戊烷合成

据报道,通过有机碱控制的发散级联反应可构建螺环己烯茚-1,3-二酮和香豆素稠合的环戊烷。级联反应是由3-高酰基香豆素1,6加成到茚二酮衍生的受体上而引发的,进一步的区域/化学选择性反应优先导致螺系统和稠合环戊烷的融合。1,6-加成/醛醇缩合和1,6-加成/酒红色迈克尔加成的级联过程受不同的碱/溶剂体系控制,从而主要形成了两个碳环化合物之一。
更新日期:2020-08-19
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