143945-89-5

Upstream product

• 5296-64-0 allyl phenyl thioether 
• 16212-05-8 (allylsulfonyl)benzene 
• 5149-48-4 3-(phenylthio)-1,2-propanediol 
• 108-98-5 thiophenol 

Downstream Products

• 206988-48-9 4-Benzenesulfonylmethyl-2-phenyl-[1,3]dioxolane 
• 38513-17-6 1-Phenylsulfonyl-3-prop-1-enyl-methansulfonat 

Relevant academic research and scientific papers

Dihydroxylation and oxidative cleavage of olefins in the presence of sulfur

The dihydroxylation of olefins using AD-mix or OsO4/K3Fe(CN)6 in the presence of sulfides has been examined as has the rate of oxidation of various classes of sulfides. The selectivity of olefin oxidation in preference to sulfur oxidation depends on the nature of the sulfur moiety, and can be problematic for certain classes of substrates.

Efficient Osmium/Rhenium-Catalyzed Dihydroxylation of Olefins with Hydrogen Peroxide under Acidic Conditions

Simple addition of citric acid confers great stability to the catalytically active osmium and rhenium species involved in a triple catalytic system utilizing aqueous hydrogen peroxide as the terminal oxidant. The resulting system is capable of dihydroxyla

Osmium-Catalyzed Dihydroxylation of Olefins in Acidic Media: Old Process, New Tricks

A screen of over 500 diversely functionalized additives in osmium-catalyzed dihydroxylation has uncovered that electron-deficient olefins are converted into the corresponding diols much more efficiently when the pH of the reaction medium is maintained on the acidic side. Further studies have identified citric acid as the additive of choice, for it allows preparation of very pure diols in yields generally exceeding 90%. As described here, a much wider range of olefin classes can now be successfully dihydroxylated. The process is experimentally simple, in most cases involving little more than dissolving the reactants in water or a waler/tertbutyl alcohol mixture, stirring them, and filtering off the pure diol product.

Chiral non-racemic dihydroxysulfones via hydrolytic kinetic resolutions - Synthesis of oxacyclic ring systems using intramolecular acylation strategies

A number of chiral non-racemic 1,2-dihydroxysulfones have been prepared in good yields and high enantiomeric excesses by hydrolytic kinetic resolution of the corresponding epoxysulfones with Jacobsen's (S,S)-salen(Co)III(OAc) catalyst. The intramolecular cyclization reactions of the acyl and ethoxycarbonyl derivatives of these dihydroxysulfones have been exploited to access a variety of functionalized chiral non-racemic cyclic ethers and lactones in good yields.

Facile synthesis of vinyl sulfones from β-bromo alcohols

Vinyl sulfones are synthesized in good yields by dehydration of β- hydroxy sulfones derived from β-bromo alcohols.

Methylenephenylsulfone appended acetals and ketals: New class of carbonyl protective groups cleavable by DBU

3-phenylsulfonyl 1,2 propane diol, readily obtainable by dihydroxylation of commercially available allylphenylsulfone, acts as an efficient and new protection reagent for both aldehydes and ketones. This protective group is elegantly removed by use of 1,8-diazabicyclo[5.4.0]-7-undecene (DBU), under nonaqueous conditions.