36567-70-1

Upstream product

• 1085182-80-4 C₁₂H₁₂O₂ 
• 51384-73-7 4-phenyl-3-penten-2-one 
• 1239568-87-6 (S)-4-Phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentan-2-one 
• 98-86-2 acetophenone 
• 591-51-5 phenyllithium 
• 5157-89-1 D-menthyl acetate 
• 114885-85-7 (2R,6R)-2-tert-butyl-6-methyl-6-phenyl-1,3-dioxan-4-one 
• 63741-24-2 α-(p-tolylsulfinyl) β-hydroxy β-phenyl n-butanoate de t-butyle 

Downstream Products

• 7210-37-9 (R)-3-hydroxy-3-phenylbutyric acid methyl ester 

Relevant academic research and scientific papers

Enantioselective synthesis of boron-substituted quaternary carbon stereogenic centers through NHC-catalyzed conjugate additions of (pinacolato)boron units to enones

The first examples of Lewis base catalyzed enantioselective boryl conjugate additions (BCAs) that generate products containing boron-substituted quaternary carbon stereogenic centers are disclosed. Reactions are performed in the presence of 1.0-5.0 mol %

Cu(I)-catalyzed hetero-Diels-Alder reaction between danishefsky-type siloxy dienes and ketones

(Chemical Equation Presented) A general catalytic method for the hetero-Diels - Alder reaction between Danishefsky-type siloxy dienes and ketones was developed. Optimum results were produced with a catalyst generated from CuOTf·(C6H6)1/2 and TBAT with Ph 3PO as the catalytic additive. This reaction was extended to an asymmetric variant, using a Cu(I)-Walphos catalyst.

ENANTIOSELECTIVE SYNTHESIS OF α- AND β-HYDROXY ACIDS USING trans-2-PHENYLCYLOHEXAN-1-OL AS CHIRAL AUXILIARY

trans-2-Phenylcyclohexanol has been used as a chiral auxiliary for the preparation of α- and β-hydroxy acids in 85 - 100 percent and 11 - 89 percent enantiomeric purities respectively.

Stereoselective Aldol Reaction with Chiral Secondary Acetamides

The deprotonated acetamides 4a - c and 5a - c are added to prochiral carbonyl compounds.The influence of the solvent, of the reaction temperature, and of the enolate gegenion on the ratio of the isomeric products 8/9, 18/19, and 26/27, respectively, are studied.The highest degree of diastereoselectivity are observed, when the titanium enolate of the acetamide 4a or the threefold deprotonated N-acetyl-α-phenylglycinol (5a) is used.The diastereomers 18a - d, formed in excess in the addition of 5a to aldehydes, are isolated in pure from by a single recrystallization, and afford the enantiomerically pure β-hydroxy carboxylic acids 3a - d.Thereby, the chiral auxiliary, α-phenylglycinol (14), is recovered.

SYNTHESES ASYMETRIQUES DE β-HYDROXYACIDES PAR CONDENSATION D'ANIONS ENOLATES D'ESTERS α-SULFINYLE CHIRAUX SUR DES COMPOSES CARBONYLES

A stereospecific synthesis of (R)-(+)-t-butyl p-tolylsulfinyl acetate 2 is described.The aldol-type condensation of this reagent leads to β-hydroxyacids in good chemical and optical yields.The determination of the absolute configuration of the condensatio