Polymer‐Immobilized Pyrrolidine‐Based Chiral Ionic Liquids as Recyclable Organocatalysts for Asymmetric Michael Additions to Nitrostyrenes under Solvent‐Free Reaction Conditions | Zendy

Li Pinhua | Zendy; Wang Lei | Zendy; Wang Min | Zendy; Zhang Yicheng | Zendy

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Polymer‐Immobilized Pyrrolidine‐Based Chiral Ionic Liquids as Recyclable Organocatalysts for Asymmetric Michael Additions to Nitrostyrenes under Solvent‐Free Reaction Conditions

Author(s) -

Li Pinhua,

Wang Lei,

Wang Min,

Zhang Yicheng

Publication year - 2008

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200701037

Subject(s) - chemistry , pyrrolidine , ionic liquid , michael reaction , catalysis , stereoselectivity , solvent , organic chemistry , organocatalysis , adduct , enantioselective synthesis , polymer chemistry

A polymer immobilized pyrrolidine‐based chiral ionic liquid 5a was synthesized and was found to be a highly efficient catalyst for the Michael additions of ketones and aldehydes to nitrostyrenes, which afforded the corresponding adducts in good yields (up to 97 %), excellent enantioselectivities (up to >99 % ee ) and high diastereoselectivities (up to >99:1 dr ) under solvent‐free reaction conditions. In addition, the catalyst 5a could be reused at least eight times without a significant loss of its catalytic activity and stereoselectivity.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

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