SmI2-mediated radical cyclizations directed by a C-Si bond

Hassan Y. Harb, Karl D. Collins, Jose V Garcia Altur, Sue Bowker, Leonie Campbell, David J. Procter

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    Abstract

    The use of a silicon stereocontrol element in cyclobutanol and cyclopentanol-forming cyclizations mediated by SmI2 results in excellent diastereocontrol. The C-Si bond in the products of cyclization provides a versatile handle for further manipulation. An asymmetric route to cyclization substrates involving copper-catalyzed silyl transfer has also been developed. © 2010 American Chemical Society.
    Original languageEnglish
    Pages (from-to)5446-5449
    Number of pages3
    JournalOrganic Letters
    Volume12
    Issue number23
    DOIs
    Publication statusPublished - 3 Dec 2010

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