190448-87-4

Upstream product

• 188447-91-8 (S)-p-toluenesulfinimide 
• 2043-61-0 cyclohexanecarbaldehyde 
• 1279697-25-4 (2R,4S)-4-Benzyl-5,5-dimethyl-3-tosyl-1,2,3-oxathiazolidine 2-oxide 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 10439-23-3 4-methylbenzenesulfinyl chloride 
• 190448-84-1 (1S,5R,7R)-10,10-Dimethyl-4-((R)-toluene-4-sulfinyl)-3-thia-4-aza-tricyclo[5.2.1.0^1,5]decane 3,3-dioxide 

Downstream Products

• 4546-19-4 ethyl hydrogen phenylphosphonate 
• 1012369-35-5 allyl 5-(p-tolylsulfinylamino)-5-cyclohexyl-2-diazo-3-oxopentanoate 

Relevant academic research and scientific papers

Multicomponent synthesis of chiral sulfinimines

Two oxathiozolidine-S-oxide templates have been developed and used in a four-component coupling protocol for the synthesis of a wide range of chiral sulfinimines in high enantiomeric excesses. The templates can be synthesized from cheap commodity chemicals in three steps in high yields. Furthermore the template is easily recovered in high yields for recycling.

Synthesis of enantiopure sulfinimines (Thiooxime S-oxides) catalyzed by Yb(OTf)3 from p-toluenesulfinamide and aldehydes in mild reaction conditions

(Chemical Equation Presented) Enantiomerically pure sulfinimines as important building blocks in the asymmetric synthesis of amine derivatives are prepared in good to excellent yields from chiral p-toluene-sulfinamide with aromatic, heteroaromatic, and al

Highly diastereoselective addition of ketone enolates to N-sulfinyl imines: Asymmetric synthesis of syn- and anti-1,3-amino alcohol derivatives

Lithium enolates derived from ketones may be added to N-sulfinyl imines with high diastereoselectivity. Diastereoselective reduction gave either the syn- or anti-1,3-amino alcohol derivative.

Interesting by-products in the synthesis of chiral α- aminophosphinates from enantiopure sulfinimines

A new reaction of enantiopure sulfinimines and ethyl phenylphosphinate is given. Several unexpected products were isolated and identified, their mechanism of formation is proposed.

Asymmetric synthesis of chiral sulfoxides and sulfinimines by using N-sulfinylsultam

Bornane-10,2-sultam 1 is stereoselectively converted by DMAP-assisted sulfinylation to diastereomerically pure (2R)-N-[(R)-p-tolylsulfinyl]-bornane-10,2-sultam 2 in 77% yield. The crystalline sulfinylating agent 2 reacts with a variety of nucleophiles to afford sulfoxides 3 and sulfinimines 5 in excellent yields and enantioselectivities.