Citation: Li Han, Hong Xin. Computational studies of cinchona alkaloid-catalyzed asymmetric Michael additions[J]. Chinese Chemical Letters, ;2018, 29(11): 1585-1590. doi: 10.1016/j.cclet.2018.01.030 shu

Computational studies of cinchona alkaloid-catalyzed asymmetric Michael additions

Li Han ,
Hong Xin ^,

Department of Chemistry, Zhejiang University, Hangzhou 310027, China

Corresponding author: Hong Xin, hxchem@zju.edu.cn
Received Date: 30 November 2017
Revised Date: 8 January 2018
Accepted Date: 17 January 2018
Available Online: 1 December 2018

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Cinchona alkaloid is one of the most effective organocatalysts that facilitate a wide range of transformations. To elucidate the mechanistic details and especially the origins of the observed high enantio-and diastereoselectivities, computational chemists have contributed dramatic efforts in this important area. This review covers the recent computational studies on the cinchona alkaloid-catalyzed asymmetric Michael additions, including both C-C and C-S bond formations, to present a general viewpoint of these fruitful advances. Based on the types of bond formation and the cinchona alkaloid catalysts, key information regarding the activation model and the origins of enantioselectivities is discussed.
- Cinchona alkaloid,
- Michael addition,
- DFT calculation,
- Enantioselectivity,
- Organocatalysis
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