311804-99-6

Upstream product

• 1519-39-7 (R)-methyl p-tolyl sulfoxide 
• 61187-71-1 (+)-(R)-(dimethoxyphosphoryl)methyl p-tolyl sulfoxide 
• 63268-43-9 (+)-(S)-dimethyl-p-tolylsulfinylmethanephosphonate 
• 323198-42-1 (R)-[(E)-5-(tetrahydro-2H-pyran-2-yloxy)-1-pentenyl] p-tolyl sulfoxide 
• 311804-97-4 2-[(R)-(p-tolylsulfinyl)methyl]tetrahydrofuran 

Downstream Products

• 311805-03-5 (E)-5-[(R)-(p-tolylsulfinyl)]-4-pentenal 
• 311805-05-7 (E)-6-[(R)-(p-tolylsulfinyl)]-5-hexen-2-yl methanesulfonate 
• 311805-06-8 (E)-(R)-5-iodo-1-hexenyl p-tolyl sulfoxide 
• 311805-04-6 (E)-6-[(R)-(p-tolylsulfinyl)]-5-hexen-2-ol 
• 252027-95-5 (E)-(R)-5-iodo-1-pentenyl p-tolyl sulfoxide 
• 323198-50-1 isopropyl (2Z,6E)-7-[(R)-(p-tolylsulfinyl)]-2,6-heptadienoate 
• 323198-49-8 ethyl (2Z,6E)-7-[(R)-(p-tolylsulfinyl)]-2,6-heptadienoate 
• 774234-66-1 methyl (2S,3R)-3-phenyl-2-[(1R)-2-(p-tolylthio)-2-cyclopentenyl]-3-(2,2,2-trifluoroacetoxy)propanoate 
• 774234-65-0 methyl (2S,3S)-3-phenyl-2-[(1R)-2-(p-tolylthio)-2-cyclopentenyl]-3-(2,2,2-trifluoroacetoxy)propanoate 

Relevant academic research and scientific papers

Asymmetric intramolecular Michael addition of α-sulfinyl vinylic carbanion to enoates

The first example of an asymmetric intramolecular Michael addition reaction with use of α-lithiated vinylic sulfoxide as a Michael donor is reported. Michael addition of the α-lithiated vinylic sulfoxide to (Z)-enoates proceeds with high diastereoselectiv

Highly stereoselective intramolecular Michael addition using α-sulfinyl vinyllithium as an unprecedented Michael donor

(equation presented) The first example of an asymmetric intramolecular Michael addition reaction using α-lithiated vinylic sulfoxide as a Michael donor is reported. Michael addition of the α-lithiated vinylic sulfoxide to (Z)-enoates proceeds with high di

Studies on intramolecular alkylation of an α-sulfinyl vinylic carbanion: A novel route to chiral 1-cycloalkenyl sulfoxides

Intramolecular alkylation of various β-(ω-haloalkyl) substituted vinylic sulfoxides was investigated. Upon treatment with LDA in THF at -78°C, α-sulfinyl carbanion generated from vinylic sulfoxides cyclized at the α-sulfinyl position to give 1-cycloalkenyl sulfoxides with a five- to seven-membered ring. Although iodide or bromide is normally a good leaving group, chloride affords better results than the corresponding iodide and bromide when the reaction takes place at the benzylic position. The cyclization proceeded even with the secondary iodide in moderate yield. Not only the (E)-isomer but also the (Z)-isomer cyclized via rapid inversion of the olefin geometry. No loss of optical purity was observed during isomerization. Various 1-cycloalkenyl sulfoxides including a fused ring and a polyoxygenated rings were synthesized in good to moderate yields. (C) 2000 Elsevier Science Ltd.