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Arylboronic Acid Catalyzed C-Alkylation and Allylation Reactions Using Benzylic Alcohols

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The arylboronic acid catalyzed dehydrative C-alkylation of 1,3-diketones and 1,3-ketoesters using secondary benzylic alcohols as the electrophile is reported, forming new C–C bonds (19 examples, up to 98% yield) with… Click to show full abstract

The arylboronic acid catalyzed dehydrative C-alkylation of 1,3-diketones and 1,3-ketoesters using secondary benzylic alcohols as the electrophile is reported, forming new C–C bonds (19 examples, up to 98% yield) with the release of water as the only byproduct. The process is also applicable to the allylation of benzylic alcohols using allyltrimethylsilane as the nucleophile (12 examples, up to 96% yield).

Keywords: arylboronic acid; benzylic alcohols; catalyzed alkylation; acid catalyzed; allylation

Journal Title: Organic Letters
Year Published: 2020

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