200347-22-4

Upstream product

• 13865-50-4 methoxymethyl phenyl sulfide 
• 590-86-3 isovaleraldehyde 

Downstream Products

• 200347-30-4 tert-Butyl-{(Z)-1-tert-butyl-3-[1-(methoxy-phenylsulfanyl-methyl)-3-methyl-butoxy]-propenyloxy}-dimethyl-silane 
• 120749-45-3 (2SR,3SR,4SR)-2,6-Dimethyl-4-phenylsulfanylheptane-1,3-diol 
• 120749-45-3 (2RS,3RS,4SR)-2,6-Dimethyl-4-phenylsulfanylheptane-1,3-diol 
• 120749-45-3 (2RS,3RS,4RS)-2,6-Dimethyl-4-phenylsulfanylheptane-1,3-diol 
• 120749-46-4 (2RS,3SR,4RS)-4-Methyl-2-(2-methylpropyl)-3-phenylsulfanyltetrahydrofuran 
• 120749-46-4 (2SR,3SR,4RS)-4-Methyl-2-(2-methylpropyl)-3-phenylsulfanyltetrahydrofuran 
• 127941-11-1 4-Methyl-2-(phenylsulfanyl)pentanal 
• 200347-26-8 1-[1-(Methoxy-phenylsulfanyl-methyl)-3-methyl-butoxy]-4,4-dimethyl-pentan-3-one 

Relevant academic research and scientific papers

Stereochemical control in the synthesis of tetrahydrofurans by cyclisation of diols with [1,2]phenylsulfanyl migration

Acid catalysed rearrangement of a series of 4-PhS-1,3-diols with toluene-p-sulfonic acid in benzene gives stereospecifically substituted 3-PhS-tetrahydrofurans in excellent yield via a [1,2]-SPh shift. We comment on the structural variation at both the migration origin and terminus on the outcome of the title reaction and define its limits.

Heterocyclic synthesis by C-C bond formation. Tetrahydrofuran and tetrahydropyran synthesis via oxonium ion-mediated cyclisation reactions

Dimethyl(methylthio)sulfonium tetrafluoroborate triggers ionisation and cyclisation of hemithioacetals 3 to give tetrahydrofurans 8-11 in good yields and stereoselectivities. The homologous sulfone analogues 17 give tetrahydropyrans on treatment with ethy