40997-94-2

Upstream product

• 4341-76-8 Ethyl 2-butynoate 
• 139-02-6 sodium phenoxide 
• 98-80-6 phenylboronic acid 
• 14369-81-4 ethyl 2,3-butadienoate 
• 108-95-2 phenol 
• 75-36-5 acetyl chloride 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 

Downstream Products

• 120888-47-3 ethyl 3-phenoxybutanoate 
• 1403475-07-9 ethyl (3R)-3-phenoxybutanoate 
• 594836-78-9 (S)-3-phenoxybutanoic acid 

Relevant academic research and scientific papers

Potassium: Tert -butoxide mediated aerobic hydroxylation of arylboronic acids: An application towards the synthesis of (E)-phenoxy acrylates

The first example of potassium tert-butoxide mediated aerobic hydroxylation of arylboronic acids is described. A variety of arylboronic acids bearing both electron donating and withdrawing substituents successfully participated in the reaction and furnished phenols in good yields. This strategy also provides access to one pot synthesis of (E)-3-phenoxy acrylates from arylboronic acids and propiolates. The solvent plays an important role and a binary solvent system comprising CH3CN/THF is found to be the best.

Stereoselective synthesis of (E)-?-aryloxyl and alkyloxyl acrylates through DABCO-catalysed Michael additions of phenols and alcohols to ethyl 2,3-butadienoate

The development of DABCO-catalysed Michael addition of phenols and alcohols to ethyl 2,3-butadienoate provides an efficient synthetic pathway to (E)-?-aryloxyl and alkyloxyl acrylates in i-PrOH or under solvent-free conditions. The major advantages of the present method are wide substrate scope, mild reaction conditions, high stereoselectivity, and good reaction yields.

Asymmetric Hydrogenation of β-Aryloxy/Alkoxy Cinnamic Nitriles and Esters

A highly efficient and enantioselective hydrogenation of β-aryloxy/alkoxy cinnamic nitriles and esters under mild conditions has been realized by using a rhodium catalyst with a chiral f-spiroPhos ligand. The method provides efficient access to the asymme

Minimizing Aryloxy Elimination in RhI-Catalyzed Asymmetric Hydrogenation of β-Aryloxyacrylic Acids using a Mixed-Ligand Strategy

The first example of efficient asymmetric hydrogenation of challenging β-aryloxyacrylic acids was realized using a RhI-complex based on the heterocombination of a readily available chiral monodentate secondary phosphine oxide (SPO) and an achiral monodentate phosphine ligand as the catalyst. Excellent enantioselectivities (92->99% ee) were achieved for a wide variety of chiral β-aryloxypropionic acids with minor aryloxy elimination in most cases. The resultant products were readily transformed into biologically active compounds through simple synthetic manipulations.

Copper-catalyzed three-component reactions of phenols, acyl chlorides and Wittig reagents for the synthesis of β-aryloxyl acrylates

The synthesis of aryloxyl acrylates has been achieved through a new three-component synthetic method involving the assembly of phenols, acyl chlorides and Wittig reagents in the presence of a copper catalyst using glucose as a green ligand. β-Aryloxyl acrylates have been prepared with high diversity and in good to excellent yields involving the cascade formation of a new CC bond and a C(sp2)-O bond.

Enantioselective synthesis of β-aryloxycarboxylic esters via asymmetric hydrogenation of β-aryloxy-α,β-unsaturated esters

A novel synthesis of β-aryloxycarboxylic esters via asymmetric hydrogenation of the corresponding β-aryloxy-α,β-unsaturated esters has been demonstrated. Bis(norbornadiene)rhodium(I) tetrafluoroborate (1 mol %) and Walphos W008-1 were used to generate the

Diastereoselectivity of enolate anion protonation. H/D exchange of β-substituted ethyl butanoates in ethanol-d

The stereochemistry of base-catalyzed H/D exchange on 13 β-substituted ethyl butanoates in ethanol-d has been studied in order to analyze the steric and electronic factors which control the diastereoselectivity of electrophilic attack on enolate anions. E