152191-37-2

Upstream product

• 152191-30-5 (S)-2-(Toluene-4-sulfonyl)-cyclohex-2-enol 
• 140710-30-1 (S)-2-p-tolylsulfenyl-2-cyclohexenyl acetate 
• 140710-34-5 (S)-2-p-Tolylsulfanyl-cyclohex-2-enol 
• 80522-42-5 triisopropylsilyl trifluoromethanesulfonate 
• 152191-33-8 Triisopropyl-[(S)-2-(toluene-4-sulfonyl)-cyclohex-2-enyloxy]-silane 

Downstream Products

• 152191-36-1 (1S,2S,6R)-2-Methoxymethoxy-1-(toluene-4-sulfonyl)-7-oxa-bicyclo[4.1.0]heptane 
• 152191-39-4 (2S,6S)-2-Bromo-6-methoxymethoxy-cyclohexanone 
• 152191-38-3 (1S,2S,6S)-2-Bromo-6-methoxymethoxy-cyclohexanol 
• 152191-34-9 (1R,2S,6R)-1-(Toluene-4-sulfonyl)-7-oxa-bicyclo[4.1.0]heptan-2-ol 

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.