1018901-77-3Relevant academic research and scientific papers
Highly efficient amine organocatalysts based on bispidine for the asymmetric Michael addition of ketones to nitroolefins
Yang, Zhigang,Liu, Jie,Liu, Xiaohua,Wang, Zhen,Feng, Xiaoming,Su, Zhishan,Hua, Changwei
supporting information; experimental part, p. 2001 - 2006 (2009/08/14)
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 bispidinebased 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.
Asymmetric direct aldol reaction of functionalized ketones catalyzed by amine organocatalysts based on bispidine
Liu, Jie,Yang, Zhigang,Wang, Zhen,Wang, Fei,Chen, Xiaohong,Liu, Xiaohua,Feng, Xiaoming,Su, Zhishan,Hu, Changwei
, p. 5654 - 5655 (2008/12/23)
Organocatalysts containing primary-secondary amine based on bispidine and amino acid have been designed to catalyze the asymmetric direct aldol reaction of functionalized ketones including α-keto phosphonates, α-keto esters, as well as α,α-dialkoxy ketones as aldol reaction acceptors. The corresponding products with chiral tertiary alcohols were obtained in moderate to high yields (up to 97%) and high enantioselectivities (up to 98% ee). A theoretical study of transition structures demonstrated that protonated piperidine was important for the reactivity and enantioselectivity of this reaction. Copyright
