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Highly Efficient Amine Organocatalysts Based on Bispidine for the Asymmetric Michael Addition of Ketones to Nitroolefins

✍ Scribed by Zhigang Yang; Jie Liu; Xiaohua Liu; Zhen Wang; Xiaoming Feng; Zhishan Su; Changwei Hu

Publisher
John Wiley and Sons
Year
2008
Tongue
English
Weight
282 KB
Volume
350
Category
Article
ISSN
1615-4150

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✦ Synopsis

Abstract

A highly diastereoselective and enantioselective Michael addition of cyclohexanone, acetone and other ketones to nitroolefins was developed by the use of an amine organocatalyst based on bispidine. Additionally, a theoretical study of transition structures revealed that this bispidine‐based primary‐secondary amine catalyst could serve through an enamine intermediate and H‐bond interaction, which was important for the reactivity and selectivity of this reaction.

πŸ“œ SIMILAR VOLUMES

Functionalized Chiral Ionic Liquids as H
Functionalized Chiral Ionic Liquids as Highly Efficient Asymmetric Organocatalysts for Michael Addition to Nitroolefins.
✍ Sanzhong Luo; Xueling Mi; Long Zhang; Song Liu; Hui Xu; Jin-Pei Cheng πŸ“‚ Article πŸ“… 2006 πŸ› John Wiley and Sons βš– 37 KB

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