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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 38, 2008 - Issue 19
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Original Articles

The Reaction of Electron-Deficient Cyclopropane Derivatives with Aromatic Amines

Yali Chen Department of Chemistry, Shanghai University, Shanghai, ChinaCorrespondence[email protected]
,
Weiguo Cao Department of Chemistry, Shanghai University, Shanghai, China; State Key Laboratory of Organometallic Chemistry, Chinese Academy of Sciences, Shanghai, China
,
Meifei Yuan Department of Chemistry, Shanghai University, Shanghai, China
,
Huihui Wang Department of Chemistry, Shanghai University, Shanghai, China
,
Weiyu Ding Department of Chemistry, Shanghai University, Shanghai, China
,
Min Shao Department of Chemistry, Shanghai University, Shanghai, China
&
Xiangming Xu DuPont Agricultural Chemicals Ltd., Shanghai, China
 show all
Pages 3346-3353 | Received 02 Feb 2008, Published online: 12 Sep 2008
 
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Abstract

N-Aryl-trans,trans-α-carboxyl-β-benzoyl-γ-aryl-γ-butyrolactams were synthesized in high yields with high stereoselectivity by the reaction of electron-deficient cyclopropane derivatives, cis-1-benzoyl-2-aryl-6,6-dimethyl-5,7-dioxo-spiro-[Citation2 Citation5]-4,8-octadiones, with aromatic amines. The reaction mechanism was proposed.

ACKNOWLEDGMENT

This project was supported by the National Natural Science Foundation of China (No. 20472047) and the Foundations of Education Commission of Shanghai Municipality (Nos. J50102 and 08ZZ44).

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