Functionalized Chiral Ionic Liquids as Highly Efficient Asymmetric Organocatalysts for Michael Addition to Nitroolefins
Sanzhong Luo*, Xueling Mi, Long Zhang, Song Liu, Hui Xu, Jin-Pei Cheng*
*Centre for Molecular Science, Institute of Chemistry, Chinese Academy of
Sciences, Beijing, 100080, P.R. China, Email: luosz
iccas.ac.cn, chengjpmail.most.gov.cn
S. Luo, X. Mi, L. Zhang, S. Liu, H. Xu, J.-P. Cheng, Angew. Chem. Int. Ed., 2006, 45, 3093-3097.
DOI: 10.1002/anie.200600048
Abstract
Pyrrolidine-based chiral ionic liquids are highly efficient organocatalysts for Michael additions of a broad range of michael donors (both ketones and aldehydes) to nitroolefins with high yields, excellent enantioselectivities, and very good diastereoselectivities. The ionic liquid moiety not only acts as a tag to facilitate recycling but functions also as an efficient chiral-induction group.
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Key Words
Michael Addition, Organocatalysis, Nitro Compounds
ID: J06-Y2006-1200
