906542-82-3

Upstream product

• 3469-00-9 methyl 2,2-diphenylacetate 
• 106-96-7 propargyl bromide 

Downstream Products

• 906542-29-8 2,2-diphenyl-4,5-hexadien-1-ol 
• 1537944-90-3 6,8-dimethyl-2,2-diphenylnon-4-yne-1,6,8-triol 
• 1537944-95-8 9-((t-butyldimethylsilyl)oxy)-2,4-dimethyl-8,8-diphenylnon-5-yne-2,4-diol 
• 1093662-82-8 7,7-diphenyloct-4-yne-1,3,8-triol 
• 1093663-45-6 2,2,3,3,14,14,15,15-octamethyl-11,11-diphenyl-4,13-dioxa-3,14-disilahexadec-8-yn-7-ol 
• 1093663-30-9 tert-butyl(2,2-diphenylpent-4-yn-1-yloxy)dimethylsilane 
• 1537944-89-0 7,7,9-trimethyl-3,3-diphenyl-1,6-dioxaspiro[4.5]dec-9-ene 
• 1093662-83-9 3,3-diphenyl-1,6-dioxaspiro[4.5]dec-9-ene 
• 22490-19-3 2,2-diphenylpenta-4-yn-1-ol 
• 906542-83-4 methyl 2,2-diphenylhexa-4,5-dienoate 

Relevant academic research and scientific papers

Remote Cooperative Group Strategy Enables Ligands for Accelerative Asymmetric Gold Catalysis

An accelerative asymmetric gold catalysis is achieved for the first time via chiral ligand metal cooperation. An asymmetrically positioned remote amide group in the designed chiral binaphthyl-based ligand plays the essential role of a general base catalyst and selectively accelerates the cyclizations of 4-allen-1-ols into one prochiral allene face. The reactions are mostly highly enantioselective with achiral substrates, and due to the accelerated nature of the catalysis catalyst loadings as low as 100 ppm are allowed. With a pre-existing chiral center at any of the backbone sp3-carbons, the reaction remained highly efficient and most importantly maintained excellent allene facial selectivities regardless of the substrate stereochemistry. By using different combinations of ligand and substrate enantiomers, it is now possible to access all four stereoisomers of versatile 2-vinyltetrahydrofurans with exceedingly high selectivity. The underpinning design of this chemistry reveals a novel and conceptually distinctive strategy to tackle challenging asymmetric gold catalysis, which to date has relied on decelerative asymmetric steric hindrance approaches.

Mechanism of the Platinum(II)-Catalyzed Hydroamination of 4-Pentenylamines

The mechanism of the platinum(II)-catalyzed intramolecular hydroamination of benzyl 4-pentenylamines has been evaluated under stoichiometric and catalytic conditions. Reaction of a benzyl 2,2-disubstituted 4-pentenylamine with [(PPh3)Pt(μ-Cl)Cl]2 forms a thermally sensitive platinum amine complex that undergoes irreversible, intramolecular ligand exchange with the pendant C=C bond to form a reactive platinum π-alkene complex. The π-alkene complex undergoes rapid, outer-sphere C-N bond formation, evidenced by the anti addition of Pt and N across the complexed C=C bond, to form a thermally stable zwitterionic platinamethylpyrrolidinium complex. The zwitterionic complex is rapidly and exergonically deprotonated by free amine to form a neutral, bicyclic azaplatinacyclobutane complex that likely exists as a discrete 1:1 adduct with ammonium salt in the nonpolar reaction medium and that represents the resting state of the catalytic cycle. Turnover-limiting intramolecular protodemetalation of the azaplatinacyclobutane-ammonium adduct followed by ligand exchange releases the 2-methylpyrrolidine product.

Leveraging the micellar effect: Gold-catalyzed dehydrative cyclizations in water at room temperature

The first examples of gold-catalyzed cyclizations of diols and triols to the corresponding hetero- or spirocycles in an aqueous medium are presented. These reactions take place within nanomicelles, where the hydrophobic effect is operating, thereby driving the dehydrations, notwithstanding the surrounding water. By the addition of simple salts such as sodium chloride, reaction times and catalyst loadings can be significantly decreased.

Unusual regiodivergence in metal-catalysed intramolecular cyclisation of γ-allenols

Different O-heterocycles can be obtained from a common γ-allenol precursor by using Ag, Zn or Sn catalysts; the results were rationalised by molecular modelling. The Royal Society of Chemistry 2009.

Stereochemical control by an ester group or olefin ligand in platinum-catalyzed carboalkoxylation of 6-(1-alkoxyethoxy)-hex-2-ynoates

The cyclization of 6-(1-alkoxyethoxy)hex-2-ynoantes in the presence of the platinum-olefin catalyst system gave the corresponding multisubsti-tuted 2- [dihydrofuran-2(3H)-ylidene]acetates in good to high yields. The Z/E selectivity is controlled by the el

Synthesis of multisubstituted 2-(dihydrofuran-2(3H)-ylidene)acetates via intramolecular carboalkoxylation by platinum-olefin catalyst system

(Chemical Equation Presented) The cyclization of 6-(1-alkoxyethyl)hex-2- ynoates in the presence of a platinum-olefin catalyst system gave the corresponding multisubstituted 2-(dihydrofuran-2(3H)-ylidene)acetates in good to high yields. The Z/E selectivit

Highly active Au(I) catalyst for the intramolecular exo- hydrofunctionalization of allenes with carbon, nitrogen, and oxygen nucleophiles

Reaction of benzyl (2,2-diphenyl-4,5-hexadienyl)carbamate (4) with a catalytic 1:1 mixture of Au[P(t-Bu)2(o-biphenyl)]CI (2) and AgOTf (5 mol %) in dioxane at 25 °C for 45 min led to isolation of benzyl 4,4-diphenyl-2-vinylpyrrolidine-1-carboxylate (5) in 95% yield. The Au(l)-catalyzed intramolecular hydroamination of N-allenyl carbamates tolerated substitution at the alkyl and allenyl carbon atoms and was effective for the formation of piperidine derivatives, γ-Hydroxy and δ-hydroxy allenes also underwent Au-catalyzed intramolecular hydroalkoxylation within minutes at room temperature to form the corresponding oxygen heterocycles in good yield with high exoselectivity. 2-Allenyl indoles underwent Au-catalyzed intramolecular hydroarylation within minutes at room temperature to form 4-vinyl tetrahydrocarbazoles in good yield. Au-catalyzed cyclization of N-allenyl carbamates, allenyl alcohols, and 2-allenyl indoles that possessed an axially chiral allenyl moiety occurred with transfer of chirality from the allenyl moiety to the newly formed stereogenic tetrahedral carbon atom.