65174-13-2

Upstream product

• 74851-91-5 2-(4-methoxyphenylsulfanyl)cyclobutanone 
• 65174-11-0 1-acetoxy-2-(4'-methoxyphenylthio)-1-cyclobutene 

Downstream Products

• 65173-88-8 Acetic acid 5-formyl-2-(4-methoxy-phenylsulfanyl)-5-methyl-cyclohex-1-enyl ester 
• 65173-98-0 cis-7-acetoxy-6-(4'-methoxyphenylthio)-Δ⁶-1-octalone 
• 65173-98-0 trans-7-acetoxy-6-(4'-methoxyphenylthio)-Δ⁶-1-octalone 
• 65174-00-7 2-acetoxy-5-hydroxy-3-(4'-methoxyphenylthio)-1,4,4a(R*),9a(S*)-tetrahydroanthraquinone 
• 65173-99-1 2-acetoxy-8-hydroxy-3-(4'-methoxyphenylthio)-1,4,4a(R*),9a(S*)-tetrahydroanthraquinone 
• 74852-39-4 2-(4'-methoxyphenylthio)-3,5,9,10-tetraacetoxy-1,4-dihydroanthracene 
• 74852-38-3 3-(4'-methoxyphenylthio)-2,5,9,10-tetraacetoxy-1,4-dihydroanthracene 
• 81418-09-9 2-acetoxy-6-(tert-butyldimethylsiloxy)-10,11-(di-tert-butylsilylenedioxy)-3-((4'-methoxyphenyl)thio)-12-oxo-1,4,4a(R*),5,5a(S*),6(S*),11(R*),11a(R*),12,12a(S*)-decahydronaphthacene 
• 65173-92-4 2-acetoxy-4-acetyl-1-(4'-methoxyphenylthio)-1-cyclohexene 
• 65173-93-5 1-acetoxy-4-acetyl-2-(4'-methoxyphenylthio)-1-cyclohexene 
• 65173-90-2 2-acetoxy-4-carbomethoxy-1-(4'-methoxyphenylthio)-4-methyl-1-cyclohexene 
• 65173-91-3 1-acetoxy-4-carbomethoxy-2-(4'-methoxyphenylthio)-4-methyl-1-cyclohexene 
• 74852-37-2 2-acetoxy-3-(4'-methoxyphenylthio)-1,4,9a(S*),4a(R*)-tetrahydroanthraquinone 
• 74852-30-5 5-carbomethoxy-2-(4'-methoxyphenylthio)-5-methyl-1-cyclohexanone 

Relevant academic research and scientific papers

Sulfur-Substituted Dienes and the Silylene Protecting Group in Synthesis. Deoxypillaromycinone

A general approach directed toward the anthracycline antitumor compounds and the tetracycline antibiotics evolves from the sequential use of a 1-oxy- and 2-oxybuta-1,3-diene in regiocontrolled Diels-Alder reactions with juglone.By appropriately choosing the 1-(acyloxy)buta-1,3-diene, the absolute as well as relative stereochemistry of the final products is controlled. 2-Acetoxy-3-p-anisylthiobuta-1,3-diene controlls the orientation of the second cycloaddition and permits direct introduction of the enone functionality.The success of this second Diels-Alder reaction with a very sensitive cyclohexenone as a dienophile attests to its extraordinary reactivity and therefore utility in synthesis.The elaboration of the A ring functionality of pillaromycinone employs a cis hydroxylation and conversion of the cyclohexanone unit to a 1-acetylcyclohexene system via singlet oxygen oxidation of a homologated enol ether.Aromatization then completes the synthesis of deoxypillaromycinone.The virtues of the di-tert-butylsilyl protecting group for 1,2- and 1,3-diols are summarized.