23406-59-9

Upstream product

• 327025-33-2 (R)-3-(4,4-dimethyl-3-phenylpentanoyl)-4,4-diphenyl-2-oxazolidinone 
• 103085-18-3 4,4-dimethyl-3-phenylpentanoyl chloride 
• 621-82-9 Cinnamic acid 
• 83867-96-3 (+/-)-4,4-dimethyl-3-phenylpentanoic acid 
• 57042-19-0 (+/-)-ethyl 4,4-dimethyl-3-phenylpentanoate 
• 33124-21-9 (R)-3,3-Dimethyl-2-phenyl-1-butanol 
• 678991-36-1 E-(+)-(1'S,2'S)-N-methyl-N-(2'-phenyl-2'-hydroxy-1'-methylethyl)-3-phenylprop-2-enamide 
• 678991-35-0 E-(+)-(1'S,2'S)-N-methyl-N-(2'-phenyl-2'-hydroxy-1'-methylethyl)-4,4-dimethylpent-2-enamide 
• 591-51-5 phenyllithium 
• 913962-68-2 (1'S,2'S,3R)-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N,4,4-trimethyl-3-phenylpentanamide 
• 124-38-9 carbon dioxide 
• 23406-56-6 R-(+)-3,3-Dimethyl-2-phenyl-1-chlorbutan 
• 872284-55-4 ethyl (E)-4,4-dimethyl-3-phenyl-2-pentenoate 

Relevant academic research and scientific papers

Lipase catalysed kinetic resolutions of 3-aryl alkanoic acids

Hydrolase catalysed kinetic resolutions leading to a series of 3-aryl alkanoic acids (≥94% ee) are described. Hydrolysis of the ethyl esters with a series of hydrolases was undertaken to identify biocatalysts that yield the corresponding acids with excellent enantiopurity in each case. Steric and electronic effects on the efficiency and enantioselectivity of the biocatalytic transformation were also explored.

(S,S)-(+)-pseudoephedrine as chiral auxiliary in asymmetric conjugate addition and tandem conjugate addition/α-alkylation reactions

(Chemical Equation Presented) Organolithium reagents undergo highly regio- and diastereoselective 1,4-addition to (S,S)-(+)-pseudoephedrine enamides furnishing the corresponding β-alkyl-substituted adducts in excellent yields and diastereoselectivities. In addition, the intermediate lithium enolates generated after the conjugate addition step undergo a highly diastereoselective alkylation reaction, furnishing α,β-dialkyl- substituted amides in high yields. The obtained adducts have been converted into chiral nonracemic β-alkyl- and α,β-dialkyl-substituted carboxylic acids and γ-alkyl- and β,γ-dialkyl-substituted alcohols using very simple and high-yielding procedures.

A versatile new catalyst for the enantioselective isomerization of allylic alcohols to aldehydes: Scope and mechanistic studies

A new planar-chiral bidentate phosphaferrocene ligand (2) has been synthesized and structurally characterized. The derived rhodium complex, [Rh(cod)(2)]BF4, serves as an effective catalyst for asymmetric isomerizations of allylic alcohols to aldehydes, furnishing improved yields, scope, and enantioselectivities relative to previously reported methods. The catalyst is air-stable and can be recovered at the end of the reaction. Mechanistic studies establish that the isomerization proceeds via an intramolecular 1,3-hydrogen migration and that the catalyst differentiates between the enantiotopic C1 hydrogens.

Unprecedented effects of achiral oxazolidinones on enantioselective radical-mediated conjugate additions using a chiral zinc triflate

equation presented A role of achiral oxazolidinones to enhance the enantioselectivity in reactions of N-cinnamoyloxazolidinones with alkyl radicals promoted by a chiral Lewis acid is described. Efficient enantioselective radical-mediated conjugate additio