43161-08-6

Upstream product

• 19093-37-9 allyl phenyl sulfoxide 
• 74-88-4 methyl iodide 
• 701-75-7 3-(phenylthio)but-1-ene 
• 931-59-9 benzenesulfenyl chloride 

Downstream Products

• 105214-36-6 2-<3-(phenylthio)-2-butenyl>cyclohexanone 
• 99344-46-4 (E)-2-methyl-1-phenylbut-2-ene-1,4-diol 
• 78012-69-8 (E)-1-phenyl-4-(phenylsulfinyl)pent-3-en-1-ol 
• 42185-87-5 1-(phenylsulfinyl)but-2-ene 

Relevant academic research and scientific papers

THERMAL (1,3)-ALLYLIC REARRANGEMENTS IN SULFOXIDES AND SULFONES

Rates and activation parameters for thermal (1,3)-allylic rearrangement have been determined for the systems β-methylallyl phenyl sulfoxide (2) and the corresponding sulfone (3), with evidence presented for a dissociative reaction mechanism.

Asymmetric Induction in the Additions of Anions of Allylic Sulfoxides to Benzaldehyde

Addition reactions of anions of aryl allyl sulfoxides to benzaldehyde proceed readily in moderate yields and afford mixtures of products resulting from α- and γ-attack on the allyl anion.The γ-products all possess the (E)-configuration around the double bond, and asymmetric induction occurs in the addition to the extent that the major/minor diastereomer ratio exceeds 2:1, generally.Electronic factors are believed to be responsible for this "remote" asymmetric induction.Mixtures of all four possible diastereomers are observed in the products from α-attack and evidence is presented which suggests that the ratios of these products are as a result of epimerization of two of the chiral centres by sigmatropic rearrangement.