73766-65-1

Upstream product

• 59057-35-1 2,4,6-trimethylbenzenesulphinic acid 
• 108-67-8 1,3,5-trimethyl-benzene 

Downstream Products

• 79248-68-3 (S)-1,2:5,6-di-O-cyclohexylidene-α-D-glucofuranose mesitylenesulfinate 
• 79248-68-3 (R)-1,2:5,6-di-O-cyclohexylidene-α-D-glucofuranose mesitylenesulfinate 
• 73766-51-5 R_S-l-menthyl 2,4,6-trimethylbenzenesulfinate 
• 73766-66-2 S_S-l-menthyl 2,4,6-trimethylbenzenesulfinate 
• 253316-09-5 (RS)-N-[carbo-(1R)-menthoxy]-2,4,6-trimethylbenzenesulfonimidoyl chloride 
• 73766-53-7 (-)-(R)-(Cyclohexylidenmethyl)-mesityl-sulfoxid 
• 73766-54-8 (+)-(R)-(1-Cyclohexenylmethyl)-mesityl-sulfoxid 
• 1316848-67-5 C₂₄H₂₇F₆N₃O₂S 
• 50827-54-8 sodium 2,4,6-trimethylbenzenesulfinic acid 

Relevant academic research and scientific papers

Chiral sulfinamide/achiral sulfonic acid cocatalyzed enantioselective protonation of enol silanes

The application of chiral sulfinamides and achiral sulfonic acids as a cocatalyst system for enantioselective protonation reactions is described. Structurally simple, easily accessible sulfinamides were found to induce moderate-to-high ee's in the formation of 2-aryl-substituted cycloalkanones from the corresponding trimethylsilyl enol ethers.

Catalytic Lewis acid activation of thionyl chloride: Application to the synthesis of aryl sulfinyl chlorides catalyzed by bismuth(III) salts

The catalytic Lewis acid activation of thionyl chloride (1) has been achieved and applied to the preparation of aryl sulfinyl chlorides using BiCl3 (2), or Bi(OTf)3·xH2O (with 1 x ≤ 4) (3) as catalysts. 3 is by far more efficient than 2 and the scope of this reaction is restricted to electron rich aromatics.

Preparation of racemic and enantiopure arenesulfonimidoyl azoles - New compounds chiral on sulfur

The novel arenesulfonimidoyl imidazoles 7a-j and nitrotriazoles 9d-j were obtained in good yield from the corresponding arenesulfonimidoyl chlorides 6a-j. The reaction of optically pure sulfonimidoyl chlorides 6 with imidazole resulted in the first reported optically active arenesulfonimidoyl imidazoles 7 with high enantiomeric purities (ee up to >99%); the stereochemical course of the reaction (inversion or retention at sulfur) is shown to be strongly dependent on the aryl substituent. By contrast, the analogous reaction of optically pure compounds 6 with 3-nitro-1,2,4-triazole led to racemic arenesulfonimidoyl nitrotriazoles 9. Optically active compounds of this type, (S)-9f (ee 99%) and (R)-9f (ee 92%), were obtained by semi-preparative chiral HPLC. The optically active arenesulfonimidoyl imidazolium salt (RS,RC)-8j was prepared by diastereoselective methylation (de >90%) of the optically pure imidazole derivative (RS,RC)-7j.

Nitrosations with hydrazine derivatives: Synthesis of N4-arenesulfinylsemicarbazides and N5-arenesulfinyl-N1-aminobiuretes from arenesulfinylisocyanates and N,N-disubstituted hydrazines

Arenesulfinyl-isocyanates 5 prepared in situ from arenesulfinyl chlorides 4 and silver cyanate react with N,N-disubstituted hydrazines to mixtures of N4-arenesulfinylsemicarbazides 6 as main components and N5-arenesulfinyl-N1/s

Stereoselective Synthesis of Alcohols, III Stereochemistry of the Sigmatropic Rearrangement of (1-Cycloalkenylmethyl) Sulfoxides

Rearrangement of the chiral allyl sulfoxides 17 and 20 proceeded via the exo-transition state 14 to give the α-methylenecycloalkanols 18 and 21 in high enantiomeric purity.The extent of chirality transferred was less (44 and 60percent) on rearrangement of