1334287-93-2

Upstream product

• 104-94-9 4-methoxy-aniline 
• 3262-89-3 triphenylboroxine 
• 1005385-31-8 N-(2,2,2-trifluoro-1-methoxyethyl)-4-methoxyaniline 
• 202869-51-0 4-methoxy-N-(2,2,2-trifluoro-1-phenylethylidene)benzenamine 
• 14796-89-5 4-methoxy-N-(triphenylphosphoran-ylidene)-aniline 
• 434-45-7 2,2,2-Trifluoroacetophenone 

Downstream Products

• 128404-37-5 (S)-2,2,2-trifluoro-1-phenylethan-1-amine hydrochloride 

Relevant academic research and scientific papers

Catalytic Asymmetric Reduction of α-Trifluoromethylated Imines with Catecholborane by BINOL-Derived Boro-phosphates

A catalytic enantioselective reduction of α-trifluoromethylated imines by a BINOL-derived boro-phosphate employing catecholborane as hydride source has been developed. This method provides an efficient route to prepare synthetically useful chiral α-triflu

Palladium(II)-Catalyzed Enantioselective Synthesis of α-(Trifluoromethyl)arylmethylamines

We describe a method for the synthesis of α-(trifluoromethyl)arylmethylamines that consists of the palladium(II)-catalyzed addition of arylboroxines to imines derived from trifluoroacetaldehyde. Palladium acetate is used as a catalyst with electron-neutral or electron-rich arylboroxines, and it was found that addition of an ammonium or silver salt was crucial to promote the reaction of electron-poor boroxines. With (S)-t-Bu-PyOX as the chiral ligand, this method delivers a variety of α-trifluoromethylated amines in 57-91% yield and with greater than 92% ee in most cases.

Stereoselective metal-free catalytic synthesis of chiral trifluoromethyl aryl and alkyl amines

The enantioselective organocatalytic reduction of trifluoromethyl aryl and alkyl ketoimines afforded the corresponding fluorinated amines with high chemical and stereochemical efficiency. The Lewis base catalyzed reaction with trichlorosilane led to chiral products with a trifluoromethyl group directly linked to the newly generated stereocenter typically in >90% yield and up to 98% e.e.

Palladium(II)-catalyzed enantioselective synthesis of α- (trifluoromethyl)arylmethylamines

Trifluoromethylacetaldimines, generated in situ from the corresponding N,O-acetals, undergo 1,2-addition of arylboroxines under palladium(II) catalysis to generate a variety of α-(trifluoromethyl)arylmethylamines with good to high enantioselectivity (up to 97% ee). The pyridine-oxazolidine (PyOX) class of ligands was found to be particularly suitable for this transformation, which proceeds without exclusion of ambient air and moisture.

Chiral phosphoric acid catalyzed transfer hydrogenation: Facile synthetic access to highly optically active trifluoromethylated amines

Amines to an end: Highly optically active α-CF3- functionalized amines can be obtained using metal-free reaction conditions. The method involves the transfer hydrogenation of CF3-substituted ketimines catalyzed by 1 and reductive ami