Highly enantioselective synthesis of (E)-allylic alcohols

Hsyueh-Liang Wu, Ping Yu Wu, Biing Jiun Uang

    Research output: Contribution to journalArticlepeer-review

    28 Citations (Scopus)

    Abstract

    (Chemical Equation Presented) The asymmetric addition of alkenylzincs to aromatic and a-branched aliphatic aldehydes catalyzed by 1 generated the corresponding (E)-allylic alcohols with >95% ee and good to excellent chemical yields, especially >99.5% ee was observed in the case of 4-CF 3-benzaldehyde. Notably, 1 is an effective ligand to catalyze the addition of disubstituted (R2 = R3 = ethyl) and bulky substituted (R2 - H, R3 = tert-butyl) alkenylzincs to benzaldehyde, affording the corresponding allylic alcohols both with 96% ee.

    Original languageEnglish
    Pages (from-to)5935-5937
    Number of pages3
    JournalJournal of Organic Chemistry
    Volume72
    Issue number15
    DOIs
    Publication statusPublished - 2007 Jul 20

    ASJC Scopus subject areas

    • Organic Chemistry

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