186249-83-2

Upstream product

• 1774-47-6 trimethylsulfoxonium iodide 
• 186249-76-3 (R,E)-2-methyl-N-(phenylmethylene)-2-propanesulfinamide 
• 2181-42-2 trimethylsulphonium iodide 
• 937717-76-5 (R_S)-N-[2-chloro-1-phenylethylidene]-tert-butanesulfinamide 
• 532-27-4 1-chloroacetophenone 
• 100-52-7 benzaldehyde 
• 1036645-70-1 (R(S))-N-(2-chloroethylidene)-2-methylpropane-2-sulfinamide 
• 591-51-5 phenyllithium 

Downstream Products

• 54750-33-3 C₈H₁₀ClN*ClH 

Relevant academic research and scientific papers

Corey-Chaykovsky Reaction of Chiral Sulfinyl Imines: A Convenient Procedure for the Formation of Chiral Aziridines

The reaction of dimethylsulfonium methylide with a range of aromatic, heterocyclic and aliphatic tert-butylsulfinyl imines is presented. Aziridines were formed in 63-84% yield and 77-95% diastereomeric excess.

Novel synthesis of chiral unactivated 2-aryl-1-benzylaziridines

Chiral (RS,R)- and (RS,S)-N-(tert-butylsulfinyl)-2- aryl-aziridines were transformed into (R)- and (S)-2-aryl-1-benzylaziridines via a short three-step procedure. Deprotection and ring opening of (R S,R)- and (RS/sub

Terminal aziridines by addition of Grignard reagents or organoceriums to an (α-chloro)sulfinylimine

Reaction of N-(2-chloroethylidene)-tert-butylsulfinamide with Grignard reagents or organoceriums gives terminal N-tert-butylsulfinyl aziridines in good yields and (mainly with organoceriums) good diastereomeric ratios. Oxidation of terminal N-tert-butylsu

Asymmetric synthesis of aziridines by reduction of N-tert-butanesulfinyl α-chloro imines

(Chemical Equation Presented) Reduction of (RS)-N-tert- butanesulfinyl α-halo imines afforded chiral aziridines in good to excellent yields. Upon reduction of (RS)-N-tert-butanesulfinyl α-halo imines with NaBH4 in THF, in

Asymmetric aziridination by reaction of chiral N-sulfinylimines with sulfur ylides: Stereoselectivity improvement by use of tert-butylsulfinyl group as chiral auxiliary

Chiral tert-butylsulfinyl group has been shown to be the chiral auxiliary of choice for the asymmetric aziridination of N-sulfinyliminas. Moreover, the sense of the asymmetric induction can be tuned in two ways: the chirality at the tert-butylsulfinyl Sulfur, or the nature of the methylene transfer reagent used. Thus, both aziridines 10(S(S),S) and 10(R(S),R), epimeric at C-2, were obtained in enantiomerically pure form by a single crystallisation (75% yield).