Literature DB >> 17975933

Functionalized chiral ionic liquid catalyzed enantioselective desymmetrizations of prochiral ketones via asymmetric Michael addition reaction.

Sanzhong Luo1, Long Zhang, Xueling Mi, Yupu Qiao, Jin-Pei Cheng.   

Abstract

Functionalized chiral ionic liquids were found to be highly effective and reusable organocatalysts for asymmetric Michael additions of 4-substituted cyclohexanones. The desymmetrization reaction afforded the desired Michael adducts bearing three carbon stereocenters with up to 99% ee.

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Year:  2007        PMID： 17975933     DOI： 10.1021/jo7020357

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  5 in total

1.  (2S,4S)-2-[(S,E)-2-Bromo-1-nitro-methyl-3-phenyl-all-yl]-4-methyl-cyclo-hexa-none.

Authors:  Long Zhao; Chao Wu; Wen-Zeng Weng; Chu-Xia Yan; Ai-Bao Xia
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-03-31

2.  Coordinating Chiral Ionic Liquids: Design, Synthesis, and Application in Asymmetric Transfer Hydrogenation under Aqueous Conditions.

Authors:  Maria Vasiloiu; Peter Gaertner; Ronald Zirbs; Katharina Bica
Journal:  European J Org Chem       Date:  2015-02-20

3.  Enantioselective desymmetrization of prochiral cyclohexanones by organocatalytic intramolecular Michael additions to α,β-unsaturated esters.

Authors:  Adam D Gammack Yamagata; Swarup Datta; Kelvin E Jackson; Linus Stegbauer; Robert S Paton; Darren J Dixon
Journal:  Angew Chem Int Ed Engl       Date:  2015-02-27       Impact factor: 15.336

4.  (2S,4R)-2-[(1R)-1-(4-Bromo-phen-yl)-2-nitro-eth-yl]-4-ethyl-cyclo-hexa-none.

Authors:  Chi-Xiao Zhang; Yan-Peng Zhang; Ai-Bao Xia
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2013-01-19

Review 5.  Asymmetric Michael Addition Mediated by Chiral Ionic Liquids.

Authors:  Yumiko Suzuki
Journal:  Mini Rev Org Chem       Date:  2018-06       Impact factor: 2.495
  5 in total

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