Litcius/Paper detail

Arylboronic Acid Catalyzed <i>C</i>-Alkylation and Allylation Reactions Using Benzylic Alcohols

Susana Estopiñá‐Durán, Euan B. McLean, Liam J. Donnelly, Bryony M. Hockin, James E. Taylor

2020Organic Letters33 citationsDOIOpen Access PDF

Abstract

-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).

Topics & Concepts

ChemistryAlkylationYield (engineering)ElectrophileNucleophileCatalysisOrganic chemistryMedicinal chemistryMetallurgyMaterials scienceAsymmetric Hydrogenation and CatalysisSynthesis of Indole DerivativesChemical Synthesis and Reactions