35874-97-6

Upstream product

• 6651-33-8 1-(trimethylsiloxy)but-1-ene 
• 931-59-9 benzenesulfenyl chloride 
• 7205-91-6 phenylthiomethyl chloride 
• 13884-92-9 phenylthiomethyl triphenylphosphonium chloride 
• 108-98-5 thiophenol 
• 882-33-7 diphenyldisulfane 
• 13865-50-4 methoxymethyl phenyl sulfide 
• 94633-75-7 1-Methoxy-1-phenylsulfanyl-butan-2-ol 
• 19980-22-4 Z-(1-buten-1-yloxy)trimethylsilane 
• 7182-10-7 N-(1-buten-1-yl)piperidine 
• 14204-27-4 N-phenylthiophthalimide 
• 156546-60-0 (S)-4-Benzyl-3-((S)-2-phenylsulfanyl-butyryl)-oxazolidin-2-one 
• 156546-59-7 (S)-2-Phenylsulfanyl-butan-1-ol 
• 24764-97-4 2-bromobutanal 

Downstream Products

• 120749-35-1 (2SR,3RS,4SR)-2,6-Dimethylphenyl 3-hydroxy-2-methyl-4-phenylsulfanylhexanoate 
• 140928-83-2 (2R^*,2'S^*,3S^*)-3,5-dimethyl-2-<1-(phenylthio)propyl>-2,3-dihydro-4H-pyran-4-one 
• 140928-84-3 (2R^*,2'S^*,3R^*)-3,5-dimethyl-2-<1-(phenylthio)propyl>-2,3-dihydro-4H-pyran-4-one 
• 143955-39-9 (4S)-3-<(2R,3S,4S)-3-Hydroxy-2-methyl-4-phenylsulfanyl-1-oxohexyl>-4-(1-methylethyl)-1,3-oxazolidin-2-one 
• 143879-16-7 (4S)-3-<(2R,3S,4R)-3-Hydroxy-2-methyl-4-phenylsulfanyl-1-oxohexyl>-4-(1-methylethyl)-1,3-oxazolidin-2-one 
• 140928-69-4 (2R^*,2'S^*)-2-<1-(phenylthio)propyl>-2,3-dihydro-4H-pyran-4-one 
• 140928-70-7 (2S^*,2'S^*)-2-<1-(phenylthio)propyl>-2,3-dihydro-4H-pyran-4-one 
• 57814-09-2 1-(phenylthio)-2-butanone 
• 77331-01-2 2-Chloro-2-phenylsulfanyl-butyraldehyde 
• 711028-69-2 (E)-5-Benzenesulfonyl-hept-3-en-2-one 

Relevant academic research and scientific papers

Do the electronic effects of sulfur indeed control the π-selectivity of γ-sulfenyl enones? An investigation

The electronic effects of sulfur in γ-sulfenyl enones are not transmitted to the carbonyl carbon through the π bond as reported previously. The diastereoselectivity is rather controlled by a combination of several other factors. The steric effects arising

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.

Kinetic resolution in asymmetric anti aldol reactions of branched and straight chain racemic 2-phenylsulfanyl aldehydes: Asymmetric synthesis of cyclic ethers and lactones by phenylsulfanyl migration

The kinetic resolution of branched and straight chain 2-phenylsulfanyl aldehydes by the Lewis acid-catalysed asymmetric anti aldol reaction followed by reduction to single enantiomers of 1,3-diols and/or acid-catalysed cyclisation with PhS migration provides a route to enantiomerically pure cyclic ethers and lactones with full stereochemical control.

The synthesis of optically active 2-phenylthio aldehydes

Optically active linear and branched chain 2-phenylthio aldehydes can be made in high optical purity (up to > 98% e.e.) by sulfenylation of a phenylalanine-derivative oxazolidinone imide, reduction and re-oxidation with the Dess-Martin reagent even though the products enolise easily.

α-CETOALDEHYDES A GROUPEMENT ALDEHYDIQUE OU CETONIQUE PROTEGE

α-Ketoaldehydes with protected ketogroup 2 or protected aldehydrogroup 3 are obtained by reaction of thiophenol or methanol with α-chloro-α-(phenylthio)aldehydes 7.