24435-41-4

Upstream product

• 28795-94-0 1,2-diphenyl-1-propanol 
• 781-35-1 1,1-diphenylacetone 
• 100-41-4 ethylbenzene 
• 100-52-7 benzaldehyde 
• 41997-47-1 1,1-diphenyl-2-propanol 
• 2042-85-5 1,2-diphenylpropan-1-one 
• 6941-83-9 1,2-diphenyl-propan-1-one oxime 
• 540-69-2 ammonium formate 
• 950829-35-3 (1R,2S)-N-(2,4,6-trimethoxyphenyl)-1-phenyl-2-{2-[(S)-p-tolylsulfinyl]phenyl}propylamine 
• 950829-38-6 (1R,2S)-1-phenyl-2-{2-[(S)-p-tolylsulfinyl]phenyl}propylamine 
• 86425-80-1 (2S,3R)-2,3-Diphenyl-1-brom-3-aminopropan 

Downstream Products

• 95430-90-3 ((1RS,2SR)-1,2-diphenyl-propyl)-dimethyl-amine 

Relevant academic research and scientific papers

Alkaline-metal-catalyzed one-pot aminobenzylation of aldehydes with toluenes

A novel and easily accessible MN(SiMe3)2 (M = Li or Na)/Cs2CO3 co-catalyzed benzylation of in situ generated N-(trimethylsilyl) aldimines with toluene derivatives has been successfully developed. The catalyst exhibits high chemoselectivity for deprotonation of toluenes at the benzylic position. The utility of this system is exemplified by the one-pot synthesis of a diverse array of bioactive 1,2-diarylethylamines with excellent efficiency and broad functional group tolerance.

Catalytic Direct-Type Addition Reactions of Alkylarenes with Imines and Alkenes

Catalytic addition reactions of very weakly acidic nonactivated alkylarenes such as toluene and its derivatives were developed by using a strongly basic mixed catalyst system under mild reaction conditions. The addition reactions with imines and alkenes proceeded smoothly under proton-transfer conditions to afford the desired products in good to high yields, and high levels of regio- and stereoselectivity were achieved. It was also revealed that the asymmetric addition reaction of an alkylarene was possible.

π-π Stacking versus steric effects in stereoselectivity control: Highly diastereoselective synthesis of syn-1,2-diarpropylamines

N-Arylarylideneamines react with sulfinylbenzyl carbanions derived from 2-(p-tolylsulfinyl)toluenes (S)-1 and (S)-2, affording epimeric mixtures at C1 of 1,2-diarylethyl- and 1,2-diarylpropylamine derivatives. The sulfinyl group completely controls the configuration at C2 in the reactions of (S)-2. The configuration at Cl depends on the electron density of the ring adjacent to the iminic carbon atom which is modulated by π-π stacking interactions with the ring joined to the carbanionic centre. The stereoselectivity was controlled by modifying the acceptor character of the arylideneamine ring with appropriate substituents, the formation of the highly selective (R) configuration at C1 being made possible by electron-donating groups. N-(2,4,6-Trimethoxyphenyl) arylideneamines have been shown to be suitable starting materials for the preparation of (R)-1,2-diarylethyl- and (1R,2S)-1,2-diarylpropylamines (syn epimers) in a highly stereoselective manner.