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Lewis-Base-Catalyzed [1 + 2 + 2] Annulation Reaction of Morita–Baylis–Hillman Carbonates with Unsaturated Pyrazolones: Construction of All-Stereogenic Carbon Cyclopentane-Fused Dispiropyrazolones

Journal 2018 · IF 4.805 · 发表于 2018 年 9 月 18 日
作者: Jin-Yan Liang,Shou-Jie Shen,Xiao-Qian Chai,Ting Lv
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摘要

The first Lewis-base-catalyzed unexpected [1 + 2 + 2] annulation reaction between Morita–Baylis–Hillman carbonates and unsaturated pyrazolones was developed. The multicyclic cyclopentane-fused dispiropyrazolone constructions containing five contiguous stereogenic centers, including two spiro quaternary centers, were prepared with excellent yields (81–98%) and moderate to good diastereoselectivities (1:1 to 13:1). Further transformation and gram-scale operations were also achieved efficiently.

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