Protic solvent-promoted neutral allylation of aldehydes and ketones with 1,8-bis(allylstannyl)naphthalenes

Naoki Asao, Noriko Abe, Zheng Tan, Keiji Maruoka

    Research output: Contribution to journalArticlepeer-review

    7 Citations (Scopus)

    Abstract

    The allylation reactions of carbonyl compounds using 1,8-bis(dibutylstannyl)naphthalene 1 (R = Bu) were dramatically promoted by using a mixture of THF and CF3CH2OH (5 : 1) as solvent. The rate acceleration was due to the enhancement of the Brønsted acidity of CF3CH2OH by the formation of the chelate complex 6 (R = CH2CF3) resulting from the chelation effect of two neighboring tin atoms.

    Original languageEnglish
    Pages (from-to)377-378
    Number of pages2
    JournalSynlett
    Issue number4
    DOIs
    Publication statusPublished - 1998 Apr

    ASJC Scopus subject areas

    • Organic Chemistry

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