45966-51-6

Upstream product

• 593-60-2 Vinyl bromide 
• 2156-04-9 4-Vinylphenylboronic acid 
• 107-18-6 allyl alcohol 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 24850-33-7 allyltributylstanane 
• 1073-67-2 4-vinylbenzyl chloride 

Downstream Products

• 77785-94-5 4-(2-propenyl)benzaldehyde 
• 1610026-09-9 (E)-1-(3-azidoprop-1-enyl)-4-vinylbenzene 
• 1073426-74-0 C₁₄H₁₅NO₄ 
• 1073426-50-2 (E)-methyl 2-nitro-5-(4-vinylphenyl)pent-4-enoate 

Relevant academic research and scientific papers

The Catalytic Asymmetric Intermolecular Prins Reaction

Despite their significant potential, catalytic asymmetric reactions of olefins with formaldehyde are rare and metal-free approaches have not been previously disclosed. Here we describe an enantioselective intermolecular Prins reaction of styrenes and paraformaldehyde to form 1,3-dioxanes, using confined imino-imidodiphosphate (iIDP) Br?nsted acid catalysts. Isotope labeling experiments and computations suggest a concerted, highly asynchronous addition of an acid-activated formaldehyde oligomer to the olefin. The enantioenriched 1,3-dioxanes can be transformed into the corresponding optically active 1,3-diols, which are valuable synthetic building blocks.

Palladium-catalyzed regioselective azidation of allylic C-H bonds under atmospheric pressure of dioxygen

A palladium-catalyzed allylic azidation of alkenes with sodium azide under atmospheric pressure of dioxygen was developed. This methodology provides a new efficient and simple route for accessing allylic azides. Furthermore, the one-pot process consisting of Pd-catalyzed allylic azidation of alkenes and Cu-catalyzed 1,3-dipolar cycloaddition led directly to the 1,2,3-triazole from the alkene. The formed allylic azide can be also in situ reduced to the allylic amine or oxidized to the alkenyl nitrile. the Partner Organisations 2014.

Expanding the regioselective enzymatic repertoire: Oxidative mono-cleavage of dialkenes catalyzed by Trametes hirsuta

The first report of a biocatalytic regioselective oxidative mono-cleavage of dialkenes was successfully achieved employing a cell-free enzyme preparation from Trametes hirsuta at the expense of molecular oxygen. Selected reactions were performed on a preparative scale affording high to excellent conversions and chemoselectivities. The Royal Society of Chemistry 2012.

A highly effective (Triphenyl phosphite)palladium catalyst for a cross-coupling reaction of allylic alcohols with organoboronic acids

The cross coupling reaction of aryl and vinyl boronic acids and allylic alcohols proceeded smoothly in toluene or dioxane in the presence of a (triphenyl phosphite)palladium catalyst to give the corresponding allylbenzene derivatives and 1,4-dienes. Neither cocatalysts for promoting C-O bond cleavage of allylic alcohols nor bases for activation of organoboron reagents are required for promoting the coupling process. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.