1384458-60-9

Upstream product

• 52755-38-1 1-phenyl-2-buten-1-ol 
• 6783-05-7 trans-2-phenylvinylboronic acid 
• 36004-04-3 ethyl (E)-1-phenylbut-1-en-3-ol 
• 93652-37-0 4-phenyl-3-butenyl para-toluenesulfonate 
• 195062-59-0 2-methylphenylboronic acid pinacol ester 
• 91083-82-8 (E)-methyl 4-phenylbut-3-enoate 
• 2243-53-0 trans-styrylacetic acid 
• 937-58-6 (3E)-4-phenyl-3-buten-1-ol 

Relevant academic research and scientific papers

CaII-Catalyzed Alkenylation of Alcohols with Vinylboronic Acids

Direct alkenylation of a variety of alcohols with vinylboronic acids has been accomplished using the air-stable calcium(II) complex Ca(NTf2)2 under mild conditions with short reaction times. For reluctant transformations, an ammonium salt was used as an additive to circumvent the reactivity issue. Cross-coupling: Direct alkenylation of a variety of alcohols with vinylboronic acids has been accomplished using the air-stable calcium(II) complex Ca(NTf2)2 under mild conditions with short reaction times (see scheme)

Palladium-catalyzed allylic cross-coupling reactions of primary and secondary homoallylic electrophiles

The Pd(0)-catalyzed allylic cross-coupling of homoallylic tosylate substrates using boronic acids and pinacol esters is reported. The reaction uses 2-(4,5-dihydro-2-oxazolyl)quinoline (quinox) as a ligand and is performed at ambient temperature. The scope of the reaction is broad in terms of both the boronate transmetalating reagent and the substrate and includes secondary tosylates. Mechanistic studies support an alkene-mediated SN2-type stereoinvertive oxidative addition of unactivated primary and secondary alkyl tosylates.