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    Direct and Stereospecific Synthesis of N-H and N-Alkyl Aziridines from Unactivated Olefins Using Hydroxylamine-O-Sulfonic Acids

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    Author
    Ma, Zhiwei; Zhou, Zhe; Kürti, László
    Date
    2017
    Abstract
    A RhII-catalyzed direct and stereospecific N-H- and N-alkyl aziridination of olefins is reported that uses hydroxylamine-O-sulfonic acids as inexpensive, readily available, and nitro group-free aminating reagents. Unactivated olefins, featuring a wide range of functional groups, are converted into the corresponding N-H or N-alkyl aziridines in good to excellent yields. This operationally simple, scalable transformation proceeds efficiently at ambient temperature and is tolerant towards oxygen and trace moisture.
    Citation
    Ma, Zhiwei, Zhou, Zhe and Kürti, László. "Direct and Stereospecific Synthesis of N-H and N-Alkyl Aziridines from Unactivated Olefins Using Hydroxylamine-O-Sulfonic Acids." Angewandte Chemie, 129, no. 33 (2017) Wiley: 10018-10022. https://doi.org/10.1002/ange.201705530.
    Published Version
    https://doi.org/10.1002/ange.201705530
    Keyword
    aziridination; dirhodium catalysis; hydroxylamine-O-sulfonic acid; nitrenoids; olefins
    Type
    Journal article
    Publisher
    Wiley
    Citable link to this page
    https://hdl.handle.net/1911/98799
    Rights
    This is an author's peer-reviewed final manuscript, as accepted by the publisher. The published article is copyrighted by Wiley.
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    • Chemistry Publications [636]
    • Faculty Publications [4990]

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    Managed by the Digital Scholarship Services at Fondren Library, Rice University
    Physical Address: 6100 Main Street, Houston, Texas 77005
    Mailing Address: MS-44, P.O.BOX 1892, Houston, Texas 77251-1892
    Site Map