Highly Enantioselective Conjugate Addition of Thiols Using Mild Scandium Triflate Catalysis

Aki Abe, Sami Sauerland, Ari Koskinen

    Research output: Contribution to journalArticleScientificpeer-review

    47 Citations (Scopus)
    294 Downloads (Pure)

    Abstract

    A Sc complex of (4S,5S)-diphenyl PYBOX 1 was found to serve as a catalyst for the asymmetric conjugate addition reactions between various thiols and 3-crotonoyl-2-oxazolidinone, affording the corresponding adducts in good yields and high enantioselectivies (up to 92% ee). A new improved method for making (4S,5S)-diphenyl PYBOX is presented.
    Original languageEnglish
    Pages (from-to)5411-5413
    JournalJournal of organic chemistry
    Volume72
    Issue number14
    DOIs
    Publication statusPublished - 2007
    MoE publication typeA1 Journal article-refereed

    Keywords

    • addition
    • conjugate
    • Michael
    • scandium
    • thiol

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