95071-02-6

Upstream product

• 87751-69-7 rac-(E)-1,3-diphenyl-3-acetoxy-prop-1-ene 
• 108-59-8 malonic acid dimethyl ester 
• 73930-97-9 3-acetoxy-1,3-diphenylpropene 
• 18424-76-5 sodiodimethylmalonate 
• 113344-26-6 1,3-diphenylpropenyl acetate 
• 386706-02-1 1,3-diphenyl-2-propenyl ethyl carbonate 
• 123-54-6 acetylacetone 
• 105-53-3 diethyl malonate 
• 94-41-7 benzalacetophenone 
• 4663-33-6 1,3-diphenyl-3-hydroxypropene 
• 62668-02-4 (E)-1,3-diphenyl-2-propen-1-ol 
• 18424-76-5 dimethyl malonate sodium salt 
• 40333-11-7 carbomethoxy ketene methyltrimethylsilyl acetal 
• 121440-72-0 (E)-1,3-diphenylallyl methyl carbonate 

Downstream Products

• 206351-75-9 (3,5-diphenyl)-pent-4-enoate 
• 206351-76-0 (E)-(R)-2-Methyl-3,5-diphenyl-pent-4-enoic acid methyl ester 
• 164931-80-0 (S)-(3-oxo-1,3-diphenyl-propyl)-malonic acid dimethyl ester 
• 177468-91-6 (E)-dimethyl (1,3-diphenylprop-2-en-1-yl)propanedioate 
• 131003-39-9 2-Acetylamino-2-((E)-(S)-1,3-diphenyl-allyl)-malonic acid dimethyl ester 

Relevant academic research and scientific papers

Chiral Phosphinoferrocenyl-Calixarenes

The Mitsunobu alkylation of 4-tert-butylcalix[4]arene with (S)-(2-diphenylthiophosphinoferrocenyl)methanol followed by desulfuration of the thiophosphine unit using tris(dimethylamino)phosphine afforded enantiomerically pure calixarene mono- and di(ferroc

Chiral phosphinoferrocene carboxamides with amino acid substituents as ligands for Pd-catalysed asymmetric allylic substitutions. Synthesis and structural characterisation of catalytically relevant Pd complexes

An extensive series of chiral amino acid amides prepared from 1′-(diphenylphosphino)ferrocene-1-carboxylic acid (Hdpf) or its planar-chiral isomer, 2-(diphenylphosphino)ferrocene-1-carboxylic acid, have been tested as ligands for Pd-catalysed asymmetric allylic substitution reactions. In alkylation of 1,3-diphenylallyl acetate as a model substrate with dimethyl malonate the ligands performed well in terms of both reaction rate and enantioselectivity, achieving up to 98% ee. In contrast, the reactions of the same substrate with other nucleophiles proceeded either slowly and with poor ee's (amination with benzylamine) or not at all (etherification with benzyl alcohol). In order to rationalise the influence of the ligand structure on the reaction course, three model complexes, viz. [(η3-methallyl) PdCl(L-κP)], [(η3-methallyl)Pd(L-κ2O,P)] ClO4 and [(η3-methallyl)Pd(L-κP) 2]ClO4 have been prepared from the achiral amide Ph 2PfcCONHCH2CO2Me (L; fc = ferrocene-1,1′- diyl) and structurally characterised. The coordination study showed that the amido-phosphines readily form 1:1 complexes as O,P-chelates where the amino acid chirality is brought close to the Pd atom. At higher ligand-to-metal ratios, however, simple P-monodentate coordination prevails, minimising the influence of the chiral amino acid pendant. The Royal Society of Chemistry 2011.

A bidentate resorcinarene-based palladium carbene complex

The synthesis and characterization of a distally bridged, bidentate resorcinarene bis(carbene) palladium complex is described for the first time. Preliminary catalytic studies show promise for future developments along this framework.

Diverse "roof shaped" chiral diamidophosphites: Palladium coordination and catalytic applications

A series of diamidophosphite ligands of various structures and denticities were synthesized from (11S,12S)-bis(hydroxymethyl)-9,10-dihydro-9,10-ethanoanthracene as a "roof shaped"1,4-diol. On the basis of these ligands, we obtained three types of Pd(II) a

Chiral (E)-2-(1, 3-diaryl allyl) dimethyl malonate compounds and preparation method thereof

The invention provides chiral (E)-2-(1, 3-diaryl allyl) dimethyl malonate compounds and a preparation method thereof, the method adopts a chiral Pd catalyst to catalyze asymmetric substitution reaction of (E)-1, 3-diaryl allyl acetate compound and dimethy

Chiral P,Olefin Ligands with Rotamers for Palladium-Catalyzed Asymmetric Allylic Substitution Reactions

We synthesized a series of phosphine-olefin-type chiral aminophosphines, and we confirmed that these each exists as two rotamers at the C(aryl)-N(amine) bond. We also investigated the ability of these aminophosphines to act as chiral ligands for Pd-catalyzed asymmetric allylic substitution reactions, such as the alkylation of allylic acetates with malonates or indoles, and we found they gave high enantio-selectivities (up to 98% ee).

Enantioselective Reductive Homocoupling of Allylic Acetates Enabled by Dual Photoredox/Palladium Catalysis: Access to C2-Symmetrical 1,5-Dienes

Transition-metal-catalyzed reductive coupling reactions have emerged as powerful protocols to construct C-C bonds. However, the development of enantioselective C(sp3)-C(sp3) reductive coupling remains challenging. Herein, we report a highly regio-, diastereo-, and enantioselective reductive homocoupling of allylic acetates through cooperative palladium and photoredox catalysis using diisopropylethylamine or Hantzsch ester as a homogeneous organic reductant. This straightforward protocol enables the stereoselective construction of C(sp3)-C(sp3) bonds under mild reaction conditions. A series of C2-symmetrical chiral 1,5-dienes were easily prepared with excellent enantioselectivities (up to >99% ee), diastereoselectivities (up to >95:5 dr), and regioselectivities (up to >95:5 rr). The resultant chiral 1,5-dienes can be directly used as chiral ligands in asymmetric synthesis, and they can be also transformed into other valuable chiral ligands.

The preparation of ferrocene-containing phosphinamine ligands possessing central and planar chirality and their application in palladium-catalysed allylic substitution

The preparation of four novel ferrocenylphosphinamine ligands, possessing both planar and central chirality, is described. The absolute configuration of two of the ligands was confirmed by X-ray crystallographic analysis. The palladium complexes of these

Chiral P*,S-bidentate diamidophosphites with 1,2-thioether alcohol–based exocyclic substituents in asymmetric Pd-catalyzed reactions

Chiral P*,S-diamidophosphites with a 1,3,2-diazaphospholidine core and exocyclic 1,2-hydroxyl-thioether fragments were prepared. These asymmetric inducers provided up to 86% ee in the Pd-catalyzed allylic substitution of (E)-1,3-diphenylallyl acetate with

JoyaPhos: An Atropisomeric Teraryl Monophosphine Ligand

A topologically well-defined atropisomeric teraryl monophosphine ligand system, prepared by a highly stereoselective arene-forming aldol condensation combined with a direct ester-to-anthracene transformation, is described herein. The ligands were evaluated for gold(I)-catalyzed [2+2] cycloaddition and cycloisomerization reactions as well as a unique intramolecular Pd-catalyzed C?N cross-coupling for the atroposelective synthesis of a N-aryl-indoline bearing a C?N stereogenic axis. The ligand structure induced up to 95:5 stereoselectivity in the asymmetric allylic alkylation reaction and features an interesting dynamic behavior as observed by X-ray crystallographic studies.