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    Covalent Tethers for Precise Amino Alcohol Syntheses: Ring Opening of Epoxides by Pendant Sulfamates and Sulfamides

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    Available after: 2024-02-06 (1.827Mb)
    Issue Date
    2023-02-06
    Author
    Nagamalla, Someshwar
    Mague, Joel T.
    Sathyamoorthi, Shyam
    Publisher
    American Chemical Society
    Type
    Article
    Article Version
    Scholarly/refereed, author accepted manuscript
    Rights
    Copyright © 2023 American Chemical Society
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    Abstract
    We describe the development of the first ring opening of epoxides using pendant sulfamates and sulfamides. These reactions are promoted by a base and proceed under mild conditions to afford oxathiazinanes and cyclic sulfamides with excellent diastereoselectivity and regiocontrol. The reactions scale well, and the products serve as synthons for ring-opening reactions.
    Description
    This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, Copyright © 2023 American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.orglett.3c00053.
    URI
    https://hdl.handle.net/1808/34375
    DOI
    https://doi.org/10.1021/acs.orglett.3c00053
    Collections
    • Medicinal Chemistry Scholarly Works [255]
    Citation
    Nagamalla, S., Mague, J. T., & Sathyamoorthi, S. (2023). Covalent Tethers for Precise Amino Alcohol Syntheses: Ring Opening of Epoxides by Pendant Sulfamates and Sulfamides. Organic letters, 25(6), 982–986. https://doi.org/10.1021/acs.orglett.3c00053

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    Contact KU ScholarWorks
    785-864-8983
    KU Libraries
    1425 Jayhawk Blvd
    Lawrence, KS 66045
    785-864-8983

    KU Libraries
    1425 Jayhawk Blvd
    Lawrence, KS 66045
    Image Credits
     

     

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