Construction of Adjacent Quaternary and Tertiary Stereocenters by Conjugate Addition Using Polymer-Supported Cinchona Alkaloids as Catalysts |
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| Authors: | Yanyan Qin Gengxu Yang Lili Yang Jia Li Yuanchen Cui |
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| Affiliation: | (1) Key Laboratory of Ministry of Education for Special Functional Materials, Henan University, 475004 Kaifeng, China;(2) College of Chemistry and Chemical Engineering, Henan University, 475004 Kaifeng, China; |
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| Abstract: | Abstract A series of polymer-bound cinchona alkaloids has been prepared. The resultant polymer-bound cinchona alkaloids have been used
as the catalysts for the asymmetric Michael reaction of 1,3-dicarbonyl compounds and N-benzylmaleimide. The corresponding asymmetric Michael addition product, the first example of adjacent quaternary and tertiary
stereocenters synthesized in the presence of a polymer-bound catalyst, has a selectivity of up to 86% ee. Besides, immobilized
alkaloid V retains stereochemical reactivity even after being recycled for six times. |
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