182184-47-0

Upstream product

• 75-24-1 trimethylaluminum 
• 170117-33-6 [(S)R]-4-hydroxy-4-[p-(tolylsulfinyl)methyl]cyclohexa-2,5-dienone 
• 79072-67-6 C₈H₁₇Al 
• 1519-39-7 (R)-methyl p-tolyl sulfoxide 
• 1066-54-2 trimethylsilylacetylene 
• 66530-05-0 dimethyl(1-(2-trimethylsilyl)ethynyl)aluminum 

Downstream Products

• 931103-80-9 (4R,6S)-4-hydroxy-6-methylcyclohex-2-enone 
• 518316-74-0 (4R,6S)-4-[(tert-butyldimethylsilyl)oxy]-6-methyl-2-cyclohexenone 
• 518316-72-8 (1S,4R,6S)-6-methyl-1-[(p-tolylsulfonyl)methyl]cyclohex-2-ene-1,4-diol 
• 518316-73-9 (1S,4R,6S)-4-[(tert-butyldimethylsilyl)oxy]-6-methyl-1-[(p-tolylsulfonyl)methyl]cyclohex-2-en-1-ol 
• 208447-87-4 (4R,R)-4-hydroxy-3-methyl-4-[(p-tolylsulfinyl)methyl]-2,5-cyclohexadien-1-one 
• 851129-90-3 (1S,2S,3R,4S)-4-[(tert-butyldimethylsiloxy)oxy]-2,3-epoxy-6-methyl-1-[(p-tolylsulfonyl)methyl]-5-cyclohexen-1,4-diol 
• 851129-88-9 (1S,2R,3R,4S)-2,3-epoxy-6-methyl-1-[(p-tolylsulfonyl)methyl]cyclohex-5-ene-1,4-diol 
• 851129-86-7 (2S,3R,4S)-2,3-epoxy-4-hydroxy-5-methyl-4-[(p-tolylsulfonyl)methyl]-5-cyclohexen-1-one 
• 851129-84-5 (4R)-4-hydroxy-3-methyl-4-[(p-tolylsulfonyl)methyl]-2,5-cyclohexadien-1-one 
• 851129-82-3 (4R,5R)-6-Bromo-4-hydroxy-5-methyl-4-((R)-toluene-4-sulfinylmethyl)-cyclohex-2-enone 

Relevant academic research and scientific papers

Enantioselective synthesis of natural polyoxygenated cyclohexanes and cyclohexenes from [(p-tolylsulfinyl)methyl]-p-quinols

Exploitation of the β-hydroxysulfoxide fragment present in a number of enantiomerically pure (SR)and (SS)-[(p-tolylsulfinyl)methyl]-pquinols allowed chemo- and stereocontrolled conjugate additions of different organoaluminium reagents to the cyclohexadien

Enantioselective synthesis of (+)- and (-)-dihydroepiepoformin and (+)-epiepoformin

(Chemical Equation Presented) The enantioselective synthesis of both enantiomers of dihydroepiepoformin (1) and (+)-epiepoformin (2) was achieved from (p-tolylsulfinyl)-methyl-p-quinols (SR)- or (SS)-3 and (4R,SR)-4, respectively. Key features include the

Studies of Diastereoselectivity in Conjugate Addition of Organoaluminum Reagents to (R)-[(p-Tolylsulfinyl)methyl]quinols and Derivatives

(R)-4-Hydroxy-4-[p-tolylsulfinyl)methyl]-2,5-cyclohexadienones 1-3, and 6 reacted with organoaluminum derivatives from the pro-R conjugated position in a highly π-facial diastereoselective manner directed by the C-4 OH. A similar facial diastereoselectivity arose from reactions with 3-alkylsubstituted analogues 4 and 5 and 5-alkyl-4-hydroxy-4-[(p-tolylsuIfinyl)methyl]-2-cyclohexenones 10a,b. Semiempirical calculations (AM1 model) provide data on transition-state energies for additions in full agreement with the experimental results.