Remarkable reversal of the regioselectivity in the palladium catalyzed hydrocarbonation reaction of allenes with methylmalononitrile

Yoshinori Yamamoto, Mohammad Al-Masum, Naoya Fujiwara, Naoki Asao

    Research output: Contribution to journalArticlepeer-review

    56 Citations (Scopus)

    Abstract

    The palladium catalyzed addition of methylmalononitrile 4a to arylallenes 3 affords the internal adducts 5 and 6 either predominantly or exclusively when an electron-withdrawing group is present at the para-position, whereas it gives the terminal adduct 7 exclusively when an electron-donating group is present at the para-position.

    Original languageEnglish
    Pages (from-to)2811-2814
    Number of pages4
    JournalTetrahedron Letters
    Volume36
    Issue number16
    DOIs
    Publication statusPublished - 1995 Apr 17

    ASJC Scopus subject areas

    • Biochemistry
    • Drug Discovery
    • Organic Chemistry

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