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New Prolinamides with Isosteviol Skeleton as Efficient Organocatalysts for the Direct Asymmetric Aldol Reaction

[ Vol. 15 , Issue. 4 ]

Author(s):

Yu-Xia Liu*, Zhi-Wei Ma, Yan-Xun Li and Jing-Chao Tao   Pages 307 - 313 ( 7 )

Abstract:


In this work, two new prolinamides with isosteviol skeleton were synthesized and used as chiral catalysts for the asymmetric aldol reaction. Solvent effects, catalyst loading, substrate scope and the influence of water on the reaction were investigated. With only 5 mol % loading, the synthesized catalysts showed excellent activity (up to 98% yield) and good stereoselectivity (up to 87:13 dr, 90% ee) for the direct aldol reaction of cyclohexanone and substituted benzaldehydes at room temperature.

Keywords:

Aldol reaction, asymmetric catalysis, isosteviol, organocatalyst, prolinamide, synthesis.

Affiliation:

Department of Material and Chemistry Engineering, Henan Institute of Engineering, Zhengzhou 450007, Department of Fundamental Courses, Henan University of Animal Husbandry and Economy, Zhengzhou, 450044, Department of Material and Chemistry Engineering, Henan Institute of Engineering, Zhengzhou 450007, Department of Chemistry, New Drug Research and Development Center, Zhengzhou University, Zhengzhou 450052

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