85287-74-7

Upstream product

• 31469-22-4 1,1-bis(trimethylsilyloxy)prop-1-ene 
• 85287-69-0 (3-Chloro-1-methyl-3-phenylsulfanyl-propoxy)-trimethyl-silane 
• 6110-01-6 4-phenylsulfanyl-butan-2-one 
• 139193-37-6 (2S,3S)-2-Methyl-5-oxo-3-phenylsulfanyl-hexanoic acid methyl ester 
• 139193-37-6 (2R,3S)-2-Methyl-5-oxo-3-phenylsulfanyl-hexanoic acid methyl ester 
• 108-98-5 thiophenol 
• 777-80-0 methyl 3-(phenylthio)isobutyrate 
• 85287-98-5 Trimethyl-(1-methyl-3-phenylsulfanyl-propoxy)-silane 
• 27998-52-3 (+/-)-4-(phenylthio)-2-butanol 
• 139193-52-5 Methyl 2-methyl-3-chloro-3-phenylthiopropionate 

Downstream Products

• 139193-46-7 (3S,4R)-4-Benzenesulfinyl-3,6-dimethyl-tetrahydro-pyran-2-one 
• 139193-46-7 (3R,4R)-4-Benzenesulfinyl-3,6-dimethyl-tetrahydro-pyran-2-one 

Relevant academic research and scientific papers

HIGH DIASTEREOFACIAL SELECTIVITY IN THE REACTION OF SILYL ENOL ETHERS WITH CHLOROSULFIDES

The chlorosulfides 1 or 2 react with silyl enol ethers in presence of anhydrous zinc bromide to give mainly the corresponding syn products 4 or 6 respectively.The high syn selectivity of thee reactions is explained by nucleophilic addition to a chelated chiral thionium ion.

O-SILYLATED ENOLATE PHENYLTHIOALKYLATION: a SYNTHESIS OF α,β-UNSATURATED 5- AND 6-MEMBERED LACTONES.

ZnBr2-catalysed phenylthioalkylation of keten bis(trimethylsilyl)acetals, obtained from carboxylic acids, with appropriate α-chlorosulphides can be used to prepare γ- and δ-lactones.