Synchronized stereocontrol of planar chirality by crystallization-induced asymmetric transformation

Nobuhiro Kanomata, Gou Mishima, Jun Onozato

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    16 Citations (Scopus)

    Abstract

    Synchronized stereocontrol of two planar-chiral units was accomplished by using crystallization-induced asymmetric transformation (CIAT) of cyclophane-type bridged bisnicotinate derivatives 5b and 7. After screening various linkers, (S)-2-amino-1-butanol and (S)-tert-leucinol were found to be the most effective for CIAT of the corresponding bridged bisnicotinate 5b and 7, respectively, whose diastereomeric ratio finally reached 97% and 88%, respectively.

    Original languageEnglish
    Pages (from-to)409-412
    Number of pages4
    JournalTetrahedron Letters
    Volume50
    Issue number4
    DOIs
    Publication statusPublished - 2009 Jan 28

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    ASJC Scopus subject areas

    • Biochemistry
    • Organic Chemistry
    • Drug Discovery

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