Enantioselective synthesis of planar-chiral 1, n -dioxa[ n ]paracyclophanes via catalytic asymmetric ortho -Lithiation

Kazumasa Kanda, Kohei Endo, Takanori Shibata

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    31 Citations (Scopus)

    Abstract

    Figure presented Highly enantioselective ortho-lithiation and dilithiation of 1,n-dioxa[n]paracyclophanes were realized with the use of sec-butyllithium and a catalytic or stoichiometric amount of sparteine. Quenching with various electrophiles, such as iodine, iodomethane, and chlorodiphenylphosphine, afforded chiral mono- and disubstituted paracyclophanes with good to excellent ee.

    Original languageEnglish
    Pages (from-to)1980-1983
    Number of pages4
    JournalOrganic Letters
    Volume12
    Issue number9
    DOIs
    Publication statusPublished - 2010 May 7

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    ASJC Scopus subject areas

    • Organic Chemistry
    • Physical and Theoretical Chemistry
    • Biochemistry

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