164713-27-3

Upstream product

• 18424-76-5 dimethyl malonate sodium salt 
• 85669-63-2 (E)-cinnamyl diethyl phosphate 
• 21040-45-9 Cinnamyl acetate 
• 108-59-8 malonic acid dimethyl ester 
• 7217-71-2 1-phenyl-2-propenyl acetate 
• 87802-71-9 (E)-methyl cinnamyl carbonate 
• 160879-62-9 methyl 1-phenylprop-2-enyl carbonate 
• 7217-71-2 (R)-(+)-1-acetoxy-1-phenyl-2-propylene 
• 171037-07-3 (S)-(-)-1-phenyl-prop-2-enyl methyl carbonate 
• 811803-79-9 (S)-(-)-1-acetoxy-1-phenyl-2-propylene 
• 255043-87-9 (R)-(+)-1-phenyl-prop-2-enyl methyl carbonate 
• 18424-76-5 sodiodimethylmalonate 
• 85217-69-2 cinnamyl methyl carbonate 
• 103-54-8 cinnamyl acetate 

Downstream Products

• 1284206-83-2 2,2-dimethyl (3S,3aR)-5-oxo-3-phenyl-1,2,3,3a,4,5-hexahydropentalene-2,2-dicarboxylate 
• 862157-42-4 (+)-dimethyl 2-allyl-[(S)-1-phenylallyl]malonate 

Relevant academic research and scientific papers

Cobalt-Catalyzed Allylic Alkylation Enabled by Organophotoredox Catalysis

Co-catalyzed allylic substitution reactions have received little attention, arguably because of the lack of any known advantage of Co catalysis over either Rh or Ir catalysis. Described here is a general and regioselective Co-catalyzed allylic alkylation using an in situ catalyst activation by organophotoredox catalysis. This noble-metal-free catalytic system exhibits unprecedentedly high reactivities and regioselectivities for the allylation with an allyl sulfone, for the first time, representing the unique synthetic utility of the Co-catalyzed method compared to the related Rh- and Ir-catalyzed reactions.

Enantioselective Ir-Catalyzed Allylic Alkylation of Racemic Allylic Alcohols with Malonates

Ir-catalyzed enantioselective allylic alkylation of branched racemic allylic alcohols with malonates is described. Enabled by Carreira's chiral Ir/(P, olefin) complex, the method described allows allylic substitution with various aromatic alcohols and mal

Regio- and Enantioselective Rhodium-Catalyzed Allylic Alkylation of Racemic Allylic Alcohols with 1,3-Diketones

Highly regio- and enantioselective rhodium-catalyzed allylic alkylation of 1,3-diketones with racemic secondary allylic alcohols is reported. In the presence of a Rh-catalyst derived from the Carreira (P, olefin)-ligand and TFA as an additive, chiral branched α-allylated 1,3-diketones could be obtained in good to excellent yields, with excellent regio- and enantioselectivity (b/l > 19/1, 86-98% ee). The direct utilization of allyl alcohols as electrophiles represents an improvement from the viewpoint of an atom economy. Both aryl- and aliphatic-substituted allyl alcohols are suitable substrates with excellent reaction outcomes. This reaction features mild conditions, broad substrate scope, and readily available substrates.

Iridium/ N-Heterocyclic Carbene Complex-Catalyzed Intermolecular Allylic Alkylation Reaction

N-Heterocyclic carbenes (NHCs) were found to be suitable ligands in Ir-catalyzed intermolecular allylic alkylation reaction. In the presence of a catalyst derived from [Ir(dncot)Cl]2 (dncot = dinaphthocyclooctatetraene) and triazolium salt L7,

A hand natural alkene third ester compound and its preparation method

The invention relates to a chiral allyl ester compound and a preparation method thereof. The structural formula of the chiral allyl ester compound is represented in the description. The preparation method comprises the following steps: adding raw materials (carboxylate and allyl halide) into an organic solvent, then adding an iridium catalyst, which is prepared by reacting an iridium complex with a ligand, adding additives, controlling the reaction temperature in a range of 0 to 120 DEG C, carrying out reactions for 1 to 36 hours, and separating the reaction products so as to obtain the chiral allyl ester compound. In the prior art, when active allyl halide is taken as the substrate, the reaction yield is low and the enantioselectivity is bad, and the provided preparation method overcomes the problems mentioned above. Moreover the preparation method has the characteristics of high reaction yield, good region-selectivity, and high enantioselectivity, and thus is widely used in the organic synthesis methodology and natural product synthesis.

Containing dinaphthyl [1, 2-b; 5, 6-b '] chiral phosphine nitrogen skeleton and cyclooctatetraene π-ene propyl iridium complex, synthesis method and application

The invention provides an optically pure pi-allyl iridium complex containing dinaphthyl [1,2-b;5,6-b'] cyclooctatetraene and a chiral phosphine nitrogen framework as well as a synthesizing method and application of the complex in an asymmetric allyl subst

Palladium-Based Supramolecularly Regulated Catalysts for Asymmetric Allylic Substitutions

Herein is reported the effect of different polyether binders (alkali metal, alkaline earth metal, and lanthanide salts) as regulation agents to enhance the catalytic properties of palladium complexes derived from enantiopure bisphosphite ligands in allyli

Conformational Preferences of a Tropos Biphenyl Phosphinooxazoline-a Ligand with Wide Substrate Scope

Excellent enantioselectivities are observed in palladium-catalyzed allylic substitutions of a wide range of substrate types and nucleophiles using a bidentate ligand composed of oxazoline and chirally flexible biaryl phosphite elements. This unusually wid

Palladium-catalyzed enantioselective allylic substitution in the presence of monodentate furanoside phosphoramidites

A library of monodentate furanoside phosphoramidites, easily synthesized from inexpensive D-xylose and optically pure 1,1-bi-2-naphthol (BINOL), was used as ligands for the palladium-catalyzed allylic alkylation and amination. The matched pair was formed from D-xylose-derivatives and (S)-BINOL. The asymmetric induction depends strongly on the substituent at the C5 of the carbohydrate backbone; both bulky 5-O-pivaloyl and 5-deoxy derivatives gave excellent results, whereas ligands with trityl protection at position C5 induced low ee values with reversal of configuration. The solvent used for the addition is also of great importance with highest enantioselectivities observed in diethyl ether. The best results for both alkylation and amination, up to 98-99 ee, were obtained for sterically demanding allylic acetates. Single is better: New carbohydrate ligands bearing a single 1,1-bi-2-naphthol (BINOL)-derived phosphoramidite moiety are developed and successfully applied to the palladium-catalyzed asymmetric allylic substitution. The enantioselectivities are equal or better than those obtained for similar systems containing two BINOL moieties and reach up to 99 ee.

Synthesis of 1-[bis(trifluoromethyl)phosphine]-1'- oxazolinylferrocene ligands and their application in regio- and enantioselective Pd-catalyzed allylic alkylation of monosubstituted allyl substrates

A class of novel, easily accessible and air-stable 1-[bis(trifluoromethyl) phosphine]-1'-oxazolinylferrocene ligands has been synthesized from ferrocene. It became apparent that these ligands can be used in the regio- and enantioselective Pd-catalyzed allylic alkylation of monosubstituted allyl substrates in a highly efficient manner. Excellent regio- and enantioselectivity could be obtained for a wide range of substrates.