Enantioselective [2+2] Cycloaddition of Allenyl Imide with Mono- or Disubstituted Alkenes,Angewandte Chemie International Edition

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Enantioselective [2+2] Cycloaddition of Allenyl Imide with Mono- or Disubstituted Alkenes
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2022-09-13 , DOI: 10.1002/anie.202211596
Wanlong Xiao ₁ , Lichao Ning ₁ , Shuang Xin ₁ , Shunxi Dong ₁ , Xiaohua Liu ₁ , Xiaoming Feng ₁

Affiliation

An efficient catalytic asymmetric [2+2] cycloaddition reaction of allenyl imide and alkenes was achieved by utilizing chiral N,N′-dioxide-magnesium(II) complex as the catalyst. This protocol provided a series of axially chiral cyclobutenes in high yields with excellent enantioselectivities. A stepwise mechanism was proposed based on experimental studies and DFT calculations and π–π stacking interaction was crucial for the enantioselectivity.

中文翻译：

丙二酰亚胺与单取代或双取代烯烃的对映选择性 [2+2] 环加成

以手性N , N'-二氧化镁(II)络合物为催化剂，实现了烯丙基亚胺与烯烃的高效催化不对称[2+2]环加成反应。该方案提供了一系列高收率且具有出色对映选择性的轴向手性环丁烯。基于实验研究和 DFT 计算提出了逐步机制，π-π 堆积相互作用对对映选择性至关重要。

更新日期：2022-09-13

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