50921-35-2

Upstream product

• 111-71-7 heptanal 
• 1519-39-7 (R)-methyl p-tolyl sulfoxide 
• 111-66-0 oct-1-ene 
• 19158-51-1 P-toluenesulfonyl cyanide 
• 106-45-6 para-thiocresol 

Downstream Products

• 73766-30-0 (R)-(p-Tolyl)-<2-(trimethylsilyloxy)octyl>-sulfoxid 
• 61187-68-6 (R)-1-Octenyl-p-tolyl-sulfoxid 
• 73766-32-2 (R)-(Z-2-Octenyl)-p-tolyl-sulfoxid 
• 73766-31-1 (+)-(R)-(E-2-Octenyl)-p-tolyl-sulfoxid 

Relevant academic research and scientific papers

A novel sulfinylation of alkenes by tosyl cyanide with titanium(IV) chloride

Tosyl cyanide is activated by titanium(IV) chloride to generate a tolylsulfinyl chloride equivalent, which readily stereo- and regio- specifically adds to certain alkenes to provide β-chlorosulfoxides. These chlorides rapidly hydrolyse on silica gel to provide β-hydroxysulfoxides in stereocontrolled manner.

Stereoselective Synthesis of Alcohols, II Stereochemistry of the Sigmatropic Rearrangement of 3-Substituted 2-Alkenyl Sulfoxides

Rearrangement of the 3-E-substituted allyl sulfoxides 5 to the allyl alcohols 19 and 30 proceeds with low enantiomeric selectivity.In contrast, the 3-Z-substituted allyl sulfoxide 7b rearranged uniformly via the endo-transition state 26.