1373154-77-8

Upstream product

• 434-45-7 2,2,2-Trifluoroacetophenone 
• 614-20-0 3-oxo-3-phenylpropionic acid 
• 212378-97-7 (R(S))-N-(1-phenylethylidene)-tert-butanesulfinamide 
• 98-86-2 acetophenone 

Downstream Products

• 1245905-57-0 (R)-5-(trifluoromethyl)-4,5-dihydro-3,5-diphenylisoxazole 

Relevant academic research and scientific papers

Biomimetic catalytic enantioselective decarboxylative aldol reaction of β-ketoacids with trifluoromethyl ketones

We disclose an organocatalyzed enantioselective decarboxylative ketone aldol reaction of β-ketoacids with trifluoromethyl ketones in the presence of biscinchona alkaloid (DHQD)2AQN, affording chiral tertiary alcohols in up to 98% yield and 90% ee. The Royal Society of Chemistry 2012.

Tertiary amino thiourea-catalyzed asymmetric cross aldol reaction of aryl methyl ketones with aryl trifluoromethyl ketones

An enantioselective aldol reaction of aryl methyl ketones with aryl trifluoromethyl ketones catalyzed by tertiary amino thiourea has been established. Under mild conditions, the corresponding β-trifluoromethyl-β-hydroxy ketone products were obtained with

Catalytic Enantioselective Direct Aldol Addition of Aryl Ketones to α-Fluorinated Ketones

The catalytic enantioselective synthesis of α-fluorinated chiral tertiary alcohols from (hetero)aryl methyl ketones is described. The use of a bifunctional iminophosphorane (BIMP) superbase was found to facilitate direct aldol addition by providing the strong Br?nsted basicity required for rapid aryl enolate formation. The new synthetic protocol is easy to perform and tolerates a broad range of functionalities and heterocycles with high enantioselectivity (up to >99:1 e.r.). Multi-gram scalability has been demonstrated along with catalyst recovery and recycling. 1H NMR studies identified a 1400-fold rate enhancement under BIMP catalysis, compared to the prior state-of-the-art catalytic system. The utility of the aldol products has been highlighted with the synthesis of various enantioenriched building blocks and heterocycles, including 1,3-aminoalcohol, 1,3-diol, oxetane, and isoxazoline derivatives.

Organocatalytic Enantioselective Cross-Aldol Reaction of o-Hydroxyarylketones and Trifluoromethyl Ketones

The enantioselective cross-aldol reaction between o-hydroxyacetophenones and trifluoromethyl ketones catalyzed by chiral thiourea organocatalysts is reported. Gram-scale synthesis of the cross-aldol product was carried out, with no decrease in the yield a

PRODUCTION METHOD OF OPTICALLY ACTIVE β-HYDROXYKETONE COMPOUND

PROBLEM TO BE SOLVED: To provide a new method for producing an optically active β-hydroxyketone compound. SOLUTION: A production method of an optically active compound represented by formula (4) is provided, which comprises allowing a compound represented

Enantioselective synthesis of 5-trifluoromethyl-2-isoxazolines and their N-oxides by [hydroxy(tosyloxy)iodo]benzene-mediated oxidative N-O coupling

Biologically attractive trifluoromethyl-2-isoxazoline N-oxides were synthesized in good yields for the first time by the [hydroxy(tosyloxy)iodo] benzene-mediated oxidative N-O coupling of β-trifluoromethyl β-hydroxy ketoximes generated from trifluoromethyl β-keto alcohols. The present method allows the synthesis of previously unknown 5-trifluoromethyl-2- isoxazoline N-oxides and also provides an alternative for the enantioselective synthesis of antiparasitic 5-trifluoromethyl-2-isoxazolines by sequential reduction. Biologically attractive trifluoromethyl-2-isoxazoline N-oxides were synthesized in good yields by the [hydroxy(tosyloxy)iodo]benzene-mediated oxidative N-O coupling of β-trifluoromethyl β-hydroxy ketoximes. This is the first synthesis of 5-trifluoromethyl-2-isoxazoline N-oxides, and this method provides an alternative for the enantioselective synthesis of antiparasitic 5-trifluoromethyl-2-isoxazolines. Copyright

Diastereoselective and enantioselective epoxidation of acyclic β-trifluoromethyl-β,β-disubstituted enones by hydrogen peroxide with a pentafluorinated quinidine-derived phase-transfer catalyst

An efficient catalytic asymmetric epoxidation of β-trifluoromethyl- β,β-disubstituted unsaturated ketones has been achieved by a pentafluorine-substituted phase-transfer catalyst with hydrogen peroxide (30%). Thus, the β-trifluoromethyl-α,β-epoxy ketones with a quaternary carbon centre were obtained in excellent diastereoselectivities (up to 100:1 dr) and excellent enantioselectivities (up to 99.7% ee). Low catalyst loading, recycle of catalyst, environmentally benign oxidant and easy transformation of the epoxides into medicinally important trifluoromethylated intermediate make our protocol much more practical. Copyright