Citation: Ling Feng Qian, Yue Hua Zhou, Wei Zhang. Stereoselective cycloaddition of N-acyliminium cations with α,β-unsaturated ketones and esters[J]. Chinese Chemical Letters, ;2009, 20(7): 805-808. doi: 10.1016/j.cclet.2009.03.006 shu

Stereoselective cycloaddition of N-acyliminium cations with α,β-unsaturated ketones and esters

State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, China

Received Date: 3 December 2008

Fund Project: We thank the National Natural Science Foundation of China (No.20872056) for financial support.

The cycloaddition of N-acyliminium cations with some deactivated alkenes such as α,β-unsaturate ketones and esters has been investigated. In most cases, the N-acyliminium cations produced from 3-hydroxy-2-arylisoindol-1-ones in the presence of BF₃·OEt₂ could be reacted with α,β-unsaturated ketones and esters to afford stereoselectively the cycloaddition products 6-acylisoindolo[2,1-a] quinolin-11-ones in moderate to high yields.
- Cycloaddition,
- N-acyliminium cation,
- 3-Hydroxy-2-arylisoindol-1-one,
- α,β-Unsaturated ketones,
- 6-Acylisoindolo[2,1-a]quinolin-11-ones
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