C3??Symmetrical Cinchonine??Squaramide as New Highly Efficient, and Recyclable Organocatalyst for Enantioselective Michael Addition

C Min, X Han, Z Liao, X Wu, HB Zhou…

Index: Min, Chang; Han, Xin; Liao, Zongquan; Wu, Xiangfei; Zhou, Hai-Bing; Dong, Chune Advanced Synthesis and Catalysis, 2011 , vol. 353, # 14-15 p. 2715 - 2720

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Citation Number: 60

Abstract

Abstract A novel and recyclable catalyst, a C 3-symmetrical cinchonine-squaramide, has been developed for the asymmetric Michael addition of 1, 3-dicarbonyl compounds to nitroalkenes. When using only 1 mol% of catalyst 1a for the reaction, high reaction yields with excellent enantioselectivities and diastereoselectivities (up to 96% yield,> 99% ee,> 99: 1 dr) were achieved, in which the results for cyclic keto esters are the best ever achieved. ...