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    Asymmetric Organocatalytic 1,6-Conjugate Addition of Aldehydes to Dienic Sulfones


    Murphy, John J. and Quintard, Adrien and McArdle, Patrick and Alexakis, Alexandre and Stephens, John C. (2011) Asymmetric Organocatalytic 1,6-Conjugate Addition of Aldehydes to Dienic Sulfones. Angewandte Chemie International Edition, 50 (22). pp. 5095-5098. ISSN 1521-3773

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    Abstract

    An unprecedented 1,6-enamine conjugate addition exploiting the charge delocalization in 1,3-bis(sulfonyl) butadienes has been developed. By appropriately designing a Michael acceptor, unique reactivities were obtained for the formation of highly valuable dienes containing two versatile vinyl sulfones (see scheme, TMS=trimethylsilyl).

    Item Type: Article
    Additional Information: We thank the Irish Research Council for Science, Engineering & Technology (IRCSET) and NUI Maynooth for funding.We also thank Dr. Padraig McLoughlin of Teagasc and the Ashtown Food Research Centre, Dublin for some NMR analysis.
    Keywords: asymmetric synthesis; conjugate addition; dienes; organocatalysis; sulfones;
    Academic Unit: Faculty of Science and Engineering > Chemistry
    Item ID: 7705
    Identification Number: https://doi.org/10.1002/anie.201100804
    Depositing User: Dr John Stephens
    Date Deposited: 10 Jan 2017 15:07
    Journal or Publication Title: Angewandte Chemie International Edition
    Publisher: Wiley
    Refereed: Yes
    Funders: Irish Research Council for Science Engineering and Technology (IRCSET)
    URI:

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