140710-34-5

Upstream product

• 140710-30-1 (S)-2-p-tolylsulfenyl-2-cyclohexenyl acetate 
• 108-94-1 cyclohexanone 
• 104871-67-2 (R)-2-(p-tolylsulfinyl)-1-cyclohexanone 

Downstream Products

• 152231-18-0 Triisopropyl-[(1R,2S,6S)-1-(toluene-4-sulfonyl)-7-oxa-bicyclo[4.1.0]hept-2-yloxy]-silane 
• 152191-37-2 Triisopropyl-[(1S,2S,6R)-1-(toluene-4-sulfonyl)-7-oxa-bicyclo[4.1.0]hept-2-yloxy]-silane 
• 152191-34-9 (1R,2S,6R)-1-(Toluene-4-sulfonyl)-7-oxa-bicyclo[4.1.0]heptan-2-ol 
• 152191-33-8 Triisopropyl-[(S)-2-(toluene-4-sulfonyl)-cyclohex-2-enyloxy]-silane 
• 152191-36-1 (1S,2S,6R)-2-Methoxymethoxy-1-(toluene-4-sulfonyl)-7-oxa-bicyclo[4.1.0]heptane 
• 152191-32-7 1-((S)-6-Methoxymethoxy-cyclohex-1-enesulfonyl)-4-methyl-benzene 
• 152191-39-4 (2S,6S)-2-Bromo-6-methoxymethoxy-cyclohexanone 
• 152191-38-3 (1S,2S,6S)-2-Bromo-6-methoxymethoxy-cyclohexanol 
• 6426-26-2 (S)-cyclohex-2-en-1-ol 
• 152191-30-5 (S)-2-(Toluene-4-sulfonyl)-cyclohex-2-enol 

Relevant academic research and scientific papers

Stereochemistry of Nueleophilic Epoxidation of (S)-2-p-tolylsulfonyl-2-cyclohexenol and O-derivatives

Epoxidation of 2-p-tolylsulfonyl-2-cyclohexenol 3 and its OAC (4) and OMOM (5) derivatives with LiOOt-Bu and NaOOH/H2O with high stereoselectivity to give the syn epoxy alcohols 7-9. The O-triisopropylsilyl derivative (OTIPS, 6) evolves into a 63:37 mixture of syn:anti epoxides. A rationalization of these results, based on the conformational preferences of the starting substrates, is proposed.

Behaviour of 2-p-tolylsulfinyl cyclohexanols under the pummerer reaction conditions

The reactions of the chiral 2-p-tolylsulfinyl cyclohexanols with Ac2O/NaOAc (or (CF3CO)2O/Py) at r.t. yielded the 2-p-tolylsulfenyl-2-cyclohexenyl acetates, which cannot be hydrolyzed into the α-hydroxyketones. The 1-methy