Do more electrophilic aldehydes/ketones exhibit higher reactivity toward nucleophiles in the presence of Lewis acids?

Naoki Asao, Toru Asano, Yoshinori Yamamoto

    Research output: Contribution to journalArticlepeer-review

    39 Citations (Scopus)

    Abstract

    A crucial role in the chemoselective synthesis of primary, secondary, and homoallylic alcohols and of Diels-Alder adducts is played by Lewis acids (LA) in the addition of nucleophiles (Nu) to carbonyl compounds (see scheme; EWG = electron-withdrawing group, EDG = electron-donating group).

    Original languageEnglish
    Pages (from-to)3206-3208
    Number of pages3
    JournalAngewandte Chemie - International Edition
    Volume40
    Issue number17
    DOIs
    Publication statusPublished - 2001 Sep 3

    Keywords

    • Chemoselectivity
    • Electrophiles
    • Lewis acids
    • Nucleophilic addition

    ASJC Scopus subject areas

    • Catalysis
    • Chemistry(all)

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