119487-97-7

Upstream product

• 119487-96-6 (2R,3R)-2-Decyl-1,3-diphenyl-2-((S)-toluene-4-sulfinyl)-aziridine 
• 119487-96-6 (2R,3R)-2-Decyl-1,3-diphenyl-2-(toluene-4-sulfinyl)-aziridine 
• 119487-95-5 [(1R,2R)-2-Chloro-1-phenyl-2-((R)-toluene-4-sulfinyl)-dodecyl]-phenyl-amine 
• 538-51-2 benzylidene phenylamine 
• 119487-95-5 [(1R,2R)-2-Chloro-1-phenyl-2-(toluene-4-sulfinyl)-dodecyl]-phenyl-amine 

Relevant academic research and scientific papers

Cross-coupling of nonstabilized aziridinylmagnesiums with alkylhalides catalyzed by Cu(I) iodide: A new synthesis of amines bearing a quaternary chiral center and an asymmetric synthesis of both enantiomers of the amines from one chiral starting material

Treatment of sulfinylaziridines, which were synthesized from 1-chloroalkyl p-tolyl sulfoxides and imines, with ethylmagnesium bromide gave nonstabilized aziridinylmagnesiums by a sulfoxide-magnesium exchange reaction. The cross-coupling of the aziridinylmagnesiums with various kinds of alkylhalides was realized in high yields by using Cu(I) iodide as a catalyst, and the reaction was found to be stereospecific. The coupling products were hydrogenated with Pd(OH)2 in alcohol to give the amines bearing a quaternary chiral center in quantitative yields. Synthesis of both enantiomers of the amines bearing a quaternary chiral center was realized starting from optically active (R)-chloromethyl p-tolyl sulfoxide in good overall yields with perfect asymmetric induction.

Generation of aziridinyllithiums from sulfinylaziridines with tert- butyllithium: Properties, reactivity, and application to a synthesis of α,α-dialkylamino acid esters and amides including an optically active form

Aziridinyllithiums were generated from sulfinylaziridines by a sulfoxide-lithium exchange reaction of sulfoxides with tertbutyllithium at low temperature. The generated aziridinyllithiums were found to be stable in THF at below -30°C and they are reactive with several electrophiles such as carbonyl compounds, ethyl chloroformate, and phenyl isocyanate. The reactivities of the aziridinyllithiums having several alkyl groups were investigated. As an extension of this method, a synthesis of α,α- dialkylamino acid esters, including an optically active form, and amides was realized via the aziridinyllithiums. N-Non substituted α,α-dialkylamino acid esters were synthesized starting from N-(4-methoxyphenyl) aldimine. (C) 2000 Elsevier Science Ltd.

Alkylation of nonstabilized aziridinylmagnesiums catalyzed by Cu(I) iodide: A new synthesis of amines, including optically active form, bearing a quaternary chiral center

A high-yield alkylation of aziridinylmagnesiums, which were generated from sulfinylaziridines with EtMgBr by sulfoxide-magnesium exchange, with primary alkyl halides in the presence of Cu(I) iodide as a catalyst, was realized. The alkylated aziridines were converted in quantitative yield to amines bearing a quaternary chiral center by hydrogenation with Pd(OH)2. A synthesis of the optically active amines, bearing a quaternary chiral center, was realized, starting from optically active (R)-chloromethyl p-tolyl sulfoxide, in good overall yield by the presented method. (C) 2000 Elsevier Science Ltd.

Stereospecific Desulfinylation of Sulfinylaziridines with Alkylmetals: A Novel Synthesis Including Asymmetric Synthesis of (Z)-N-Arylaziridines and Some Mechanistic Studies

Addition of the anion derived from 1-chloroalkyl p-tolyl sulfoxides 3 to N-arylimines 4 afforded chloro amines 5 in high yields with complete 1,2- and 1,3-asymmetric induction.Treatment of these chloro amines 5 with potassium tert-butoxide gave sulfinylaz

STEREOSPECIFIC DESULFINYLATION OF SULFINYLAZIRIDINES WITH ETHYLMAGNESIUM BROMIDE: A NOVEL SYNTHESIS OF (Z)-N-ARYLAZIRIDINES

A novel synthesis of (Z)-N-arylaziridines was realised by the stereospecific desulfinylation of (E)-(N-aryl)sulfinylaziridines which were synthesized from 1-chloroalkyl p-tolyl sulfoxides and N-arylimines in high yields.