97634-46-3

Upstream product

• 947-91-1 Diphenylacetaldehyde 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 623-73-4 diazoacetic acid ethyl ester 
• 617-33-4 ethyl dibromoacetate 
• 1071-46-1 hydrogen ethyl malonate 

Downstream Products

• 10347-28-1 ethyl 4,4-diphenylbutanoate 
• 7498-88-6 4,4-diphenylbut-3-enoic acid 
• 72936-07-3 ethyl 1-(2-phenylstyryl)acetate 
• 76694-24-1 4,4-diphenyl-3-buten-1-ol 
• 6078-95-1 4,4-diphenyl-3-butenyl bromide 
• 56740-71-7 4,4-diphenyl-1-butanol 
• 36265-55-1 1,1-diphenyl-4-bromobutane 
• 97634-47-4 N-methyl-N-homoveratryl-4,4-diphenyl-3-buten-1-amine 
• 97634-49-6 N-methyl-N-homoveratryl-4,4-diphenylbutan-1-amine 
• 14578-68-8 4-phenyl-3,4-dihydronaphthalen-1(2H)-one 
• 14578-67-7 4,4-diphenylbutanoic acid 

Relevant academic research and scientific papers

A new and efficient method for the selective olefination of aldehydes with ethyl diazoacetate catalyzed by an iron(II) porphyrin complex

Olefination of aromatic and aliphatic aldehydes with ethyl diazoacetate was achieved in excellent yields with triphenylphosphine and catalytic amounts of iron(II) meso-tetra(p-tolyl)porphyrin. The reaction conditions are mild and the process is efficient and highly selective (>90%) for the synthesis of the trans-olefin isomer. Results of mechanistic studies are discussed. Copyright

CuH-Catalyzed Regioselective Intramolecular Hydroamination for the Synthesis of Alkyl-Substituted Chiral Aziridines

This report details a general and enantioselective means for the synthesis of alkyl-substituted aziridines. This protocol offers a direct route for the synthesis of alkyl-substituted chiral aziridines from achiral starting materials. Readily accessed ally

α,α-Diarylethylene Glycols as Valuable Precursor for Synthesis of 1,1-Diarylethenes and α,α-Diaryl Acetaldehydes

Towards assembling of diarylmethine unit present in biologically important molecules, we have developed a new Weinreb Amide (WA) based building block derived from glycolic acid. The WA functionality present in this building block permits the sequential addition of various arylmagnesium bromide reagents in a controlled manner that enables assembly of a diarylmethine unit. The developed synthetic route provides easy access to important diarylethenes and α,α-diarylethylene glycols. The synthesized α,α-diarylethylene glycols provide access to synthetically important symmetrical and unsymmetrical α,α-diaryl acetaldehydes as valuable intermediates.

A practical, efficient, and atom economic alternative to the Wittig and Horner-Wadsworth-Emmons reactions for the synthesis of (E)-α,β- unsaturated esters from aldehydes

We describe a highly efficient new methodology for the synthesis of (E)-α,β-unsaturated esters from aldehydes. In our DMAP-catalyzed reaction, both aromatic as well as aliphatic aldehydes furnish the desired products highly regio- and stereoselectively if treated with commercially available or synthetically easily accessible malonic acid half ester. A large scale application in the synthesis of p-methoxycinnamates, which are of use as sunscreen ingredients, is described.

METHOD FOR THE PRODUCTION OF OLEFINS FROM CARBONYL COMPOUNDS

A method for the production of a,?-unsaturated compounds of general formula (I) is disclosed, where R1 and R2 independently = H, substituted or unsubstituted alkyl or aryl, R3 = H, substituted or unsubstituted alkyl or aryl, or a functional group such as OR4, NR5R6, SR7, where R4, R5, R6 and R7 = common substituents in particular, alkyl- and/or aryl groups, or halogen, EWG = an electron withdrawing group such as for example, CO2H, CO2R8, CONR9R10, COSR11, CN, NO2, SO2R12, CHO, COR13, etc. where R8, R9, R10, R11, R12 and R13 = common substituents, in particular, alkyl- and/or aryl groups, in which a carbonyl compound of formula (II), in which R1 and R2 are as defined above, is reacted with a carboxylic acid of formula (III) in the presence of an amine or with the same acid generated in situ by the addition of an acid to the salt thereof in which R3 and EWG are as defined above. Under mild reaction conditions unsaturated esters with high (E)-stereoselectivity are obtained. The reaction typically occurs at room temperature or lower without particular requirements such as inert gas, exclusion of humidity, heat etc. CO2 and water are obtained as the only by-products.

Practical synthesis of (E)-α,β-unsaturated esters from aldehydes

Based on a modification of the Doebner-Knoevenagel reaction, a practical and highly efficient synthesis of β,β-unsaturated esters with excellent regio- and stereoselectivity was developed. The reactions are catalyzed by 4-dimethylaminopyridine in DMF at room temperature or below. Both aliphatic and aromatic aldehydes can readily be used in the process.

An easy, efficient, and completely stereoselective synthesis of (E)-α,β-unsaturated esters via sequential aldol-type/elimination reactions promoted by samarium diiodide or chromium dichloride

(E)-α,β-Unsaturated esters can be obtained with complete stereoselectivity by reaction of different aldehydes and ethyl clibromoacetate promoted by SmI2 or CrCl2. The transformation takes place as two sequential reactions: an aldol-type reaction and a β-elimination reaction.

Iron(III) and ruthenium(II) porphyrin complex-catalyzed selective olefination of aldehydes with ethyl diazoacetate

The commercially available Fe(III) and Ru(II) porphyrin complexes Fe(TPP)Cl and Ru(TPP)(CO) are efficient catalysts for selective olefination of a variety of aldehydes with ethyl diazoacetate in the presence of triphenylphosphine. The reactions were carried out under mild conditions in a one-pot fashion with the use of a stoichiometrical amount of EDA, which proceeded with excellent yields and high (E)-selectivity. Air atmosphere, low catalyst loadings, and functional group tolerance were also demonstrated.