77548-24-4

Upstream product

• 930-30-3 cyclopent-2-enone 
• 16212-05-8 (allylsulfonyl)benzene 
• 77548-22-2 1-(3-oxocyclopentyl)-3-phenylsulfinyl-2-(E)-propene 

Downstream Products

• 86894-51-1 6-Benzenesulfonylmethyl-bicyclo[2.2.1]heptan-2-one 
• 86894-50-0 1-(3-oxocyclopentyl)-3-phenylsulfonyl-1E-propene 
• 90823-91-9 1-(3-oxocyclopentyl)-2-hydroperoxy-3-phenylsulfonylpropane 
• 90816-04-9 1-(3-oxocyclopentyl)-2-tert-butylperoxy-3-phenylsulfonylpropane 
• 90816-05-0 trans-1-(3-oxocyclopentyl)-2,3-epoxy-3-phenylsulfonylpropane 
• 90816-05-0 cis-1-(3-oxocyclopentyl)-2,3-epoxy-3-phenylsulfonylpropane 
• 92458-73-6 1-(3-Ethylenedioxycyclopentyl)-3-phenylsulfonyl-1E-propene 
• 92458-72-5 1-(3-Ethylenedioxycyclopentyl)-3-phenylsulfonyl-2E-propene 

Relevant academic research and scientific papers

REGIOSELECTIVITY IN THE REACTION OF CYCLOPENTENONES WITH CARBAIONS OF PHENYL ALLYL SULFIDE, SULFOXIDE, AND SULFONE

The condensation of allylic carbanion of phenyl allyl sulfide, sulfoxide, and sulfone with 2-cyclopenten-1-one takes place by mechanisms of 1,2-addition and regioselective and nonregioselective 1,4-addition respectively.The reaction of phenyl allyl sulfone anion gives the 1,4-γ-adduct preferentially in the case of the lithium counterion and the 1,4-α-adduct with the potassium counterion.The 1,4-γ-addition of the phenyl allyl sulfoxide anion to 2-cyclopenten-1-one is characterized by full stereoselectivity, which also remains during the condensations of the phenyl1-vinylhexyl sulfoxide anion and 4-(1-methyl-1-phenylethoxy)-2-cyclopenten-1-one (prostaglandin synthons).