84143-18-0

Upstream product

• 15121-71-8 (E)-2-methyl-3-benzoylpropenoic acid 
• 15732-77-1 methyl (E)-2-methyl-4-oxo-4-phenylbut-2-enoate 
• 93-58-3 benzoic acid methyl ester 
• 1015-28-7 dimethyl (2-oxo-2-phenylethyl)phosphonate 
• 15732-75-9 3-benzoyl-2-methylenepropionic acid 
• 71-43-2 benzene 
• 2170-03-8 itaconic acid anhydride 
• 6938-44-9 ethyl 2-methyl-4-oxo-4-phenyl-butanoate 
• 1771-65-9 2-methyl-4-oxo-4-phenylbutanoic acid 
• 100-52-7 benzaldehyde 
• 80735-94-0 1-Phenyl-3-buten-1-ol 
• 6249-80-5 1-phenylbut-3-en-1-one 
• 35660-91-4 (E)-1-phenyl-2-buten-1-one 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 

Relevant academic research and scientific papers

Highly Chemo- And Enantioselective Hydrogenation of 2-Substituted-4-oxo-2-alkenoic Acids

The highly chemo- and enantioselective hydrogenation of (E)-2-substituted-4-oxo-2-alkenoic acids was established for the first time using the Rh/JosiPhos complex, affording a series of chiral α-substituted-γ-keto acids with excellent results (up to 99% yield and >99% ee) and high efficiency (up to 3000 TON). In addition, the importance of this methodology was further demonstrated by a concise and gram-scale synthesis of the anti-inflammatory drug (R)-flobufen.

Pd(ii)/Zn co-catalyzed chemo-selective hydrogenation of α-methylene-γ-keto carboxylic acids

An efficient Pd/Zn co-catalyzed chemo-selective hydrogenation of α-methylene-γ-keto carboxylic acids is described. This methodology offers a divergent synthesis of α-methyl-γ-keto carboxylic acids, α-methylcarboxylic acids, and lactones starting from α-me

A new ferrocenyl bisphosphorus ligand for the asymmetric hydrogenation of α-methylene-γ-keto-carboxylic acids

Upon incorporation of a noncovalent ion pair interaction, a new chiral ferrocenyl bisphosphorus ligand t-Bu-Wudaphos was developed. t-Bu-Wudaphos can be easily synthesized with very high diastereoselectivity as a highly air stable solid. The new ligand exhibited excellent reactivities and enantioselectivities in the asymmetric hydrogenation of α-methylene-γ-keto-carboxylic acids via an ion pair noncovalent interaction (up to >99% conversion, >99% ee).

Enzyme-Inspired Chiral Secondary-Phosphine-Oxide Ligand with Dual Noncovalent Interactions for Asymmetric Hydrogenation

Inspired by the unique character of enzymes, we developed novel chiral SPO (secondary-phosphine-oxide) ligand (SPO-Wudaphos) which can enter into both ion pair and H-bond noncovalent interactions. The novel chiral SPO-Wudaphos exhibited excellent results

Biotransformation of aromatic ketones and ketoesters with the non-conventional yeast Pichia glucozyma

The non-conventional yeast Pichia glucozyma CBS 5766 has been used for the biotransformation of different aromatic ketones and ketoesters. The growth and biotransformation conditions were optimised for the reduction of acetophenone and under optimised conditions, propiophenone, butyrophenone and valerophenone were reduced to the corresponding (S)-alcohols with high yields and enantioselectivity. Ketoreductase(s) of Pichia glucozyma showed high catalytic activities also towards aromatic β- and γ-ketoesters, being often competitive with esterase(s). These concurrent activities allowed for the preparation of hydroxyesters, hydroxyacids and lactones often in a very selective manner.

Asymmetric hydrocyanation of α,β-unsaturated ketones into β-cyano ketones with the [Ru(phgly)2(binap)]/C6H 5OLi catalyst system

Enantioselective conjugate addition of HCN to α,β-unsaturated ketones catalyzed by the combined system of [Ru{(S)-phgly}2{(S)- binap}] and C6H5OLi has afforded β-cyano ketones in high yield (see scheme). No detectable amount of the corresponding 1,2-adduct was produced and tert-C4H9OCH3 was the solvent of choice. The cyanation was conducted with a substrate-to-catalyst molar ratio in the range of 200:1-1000:1 at -20-0°C. Copyright

The Stereoselective Synthesis of 2-Alkyl γ-Keto Acid and Heterocyclic Ketomethylene Peptide Isostere Core Units Using Chiral Alkylation by 2-Triflyloxy Esters

A simple and general protocol for the enentioselective preparation of γ-keto acids and heterocyclic γ-keto acids which have an alkyl group at C-2 is reported.The alkyl group is introduced by chiral alkylation using a scalemic 2-triflyoxy ester.The alkylation takes place with inversion of configuration and is compatible with a variety of alkyl groups.This methodology is thus wellsuited for the preparation of a wide variety of ketomethylene peptide isosteres.

A new chiral alkylation methodology for the synthesis of 2-alkyl-4-ketoacids in high optical purity using 2-triflyloxy esters

Optical active 2-triflyloxy esters are excellent alkylating agents for β-ketoester enolates. Decarboxylation of the alkylation products gives 2-substituted-4-ketoacid derivatives in high optical purities.

Antihypertensive Agents: Angiotensin Converting Enzyme Inhibitors. 1--L-prolines

A series of 1--L-proline derivatives was synthesized.A number of these compounds are potent angiotensin converting enzyme (ACE) inhibitors that lowered blood pressure in aorta-coarcted renal hypertensive rats.The most active