Pinacol vinylboronate

• Suzuki-Miyaura coupling reactions
• Mizoroki-Heck reactions (cascade reaction)
• Intramolecular Nozaki-Hiyama-Kishi reactions
• Stereoselective Cu-catalyzed γ-selective and stereospecific coupling
• Control of stereoselectivity and mechanistic portrait on intramolecular (4+1)-cycloaddition of dialkoxycarbenes
• Regio- and stereoselective synthesis of trisubstituted alkenes via gold(I)-catalyzed hydrophosphoryloxylation of haloalkynes followed by Pd-catalyzed consecutive cross-coupling reactions
• Asymmetric Birch reductive alkylation

• Molecular tubes for lipid sensing
• Enzymatic inhibitors, antibiotics, receptor analogs, and other biologically significant compounds (including total syntheses)

76-09-5

151293-63-9

75927-49-0

Under nitrogen protection, 193 g of pinacol and 14 g of 2,6-di-tert-butyl-4-methylphenol were added to a 1 L reaction flask and heated to 85-90 °C until the pinacol was completely melted. The intermediate reactants were added slowly dropwise, taking care to control the rate of dropwise acceleration. Subsequently, diisopropylamine was isolated by distillation using an atmospheric pressure steam distillation apparatus. Upon completion of the reaction, a colorless and transparent vinylboronic acid pinacol ester liquid product containing 225 g of the target product was obtained, which was analyzed by gas chromatography (GC) with a purity of 99.1% (excluding polymerization inhibitors).