98253-70-4

Upstream product

• 4248-74-2 ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene) dimethanesulfonate 
• 882-33-7 diphenyldisulfane 
• 108-98-5 thiophenol 
• 37002-45-2 (4S,5S)-2,2-dimethyl-4,5-bis(p-toluenesulfonyloxymethyl)-1,3-dioxolan 

Downstream Products

• 188303-63-1 (4R,5R)-2-Ethoxy-4,5-bis-phenylsulfanylmethyl-2-vinyl-[1,3]dioxolane 
• 428862-56-0 BENOBS-H 
• 107938-39-6 (2R,3R)-1,4-bis(phenylthio)-2,3-dihydroxybutane 

Relevant academic research and scientific papers

Asymmetric epoxidation of aldehydes catalyzed by new C2-symmetrical chiral sulfide

Asymmetric synthesis of chiral epoxides from various aldehydes with benzyl bromide was investigated using new C2-symmetrical chiral sulfides, which were readily prepared from (R,R)-tartaric acid.

Synthesis and reactivity of cationic iridium(I) complexes of cycloocta-1,5-diene and chiral dithioether ligands. Application as catalyst precursors in asymmetric hydrogenation

New chiral dithioether compounds (-)-2,2-dimethyl-4,5-bis(isopropylsulfanylmethyl)-1,3-dioxolane (-)-diospr and (+)-2,2-dimethyl-4,5-bis(phenylsulfanylmethyl)-1,3-dioxolane (+)-diosph were prepared from diethyl (+)-L-tartrate. An alternative synthetic method for preparing the previously described bis(methylsulfanylmethyl) dithioether (-)-diosme was devised. By co-ordinating of the dithioethers to different (cycloocta-1,5-diene)iridium(I) compounds chiral cationic complexes [Ir(cod){(-)-diosme}]BF4 1, [Ir(cod){(-)-diospr}]BF4·CH2Cl2 2 and [Ir(cod){(+)-diosph}]BF4 3 were synthesized and then studied by 1H, 13C NMR and FAB mass spectrometry. The complexes reacted with CO to give the corresponding binuclear tetracarbonyls [Ir2(μ-L)2(CO)4][BF]2 4-6. The dithioether ligands were replaced by PPh3 in 1-3 providing [Ir(cod)(PPh3)2]BF4. The addition of H2 to complexes 1 and 2 at -70°C gave cis-dihydridoiridium(III) complexes [IrH2(cod){(-)-L}]BF4 7 and 8 which are in equilibrium in solution with the parent complexes, depending on the temperature. Two possible diastereomers were distinguished for 8 at low temperatures. Complexes 1-3 were active precursors in the asymmetric hydrogenation of different prochiral dehydroamino acid derivatives and itaconic acid, at room temperature under an atmospheric pressure of H2, and the highest enantiomeric excess obtained was 47%.

2-Alkenyl dioxolanylium cations, new reactive dienophiles in low temperature asymmetric Diels-Alder reactions

Chiral orthoesters 14-22 were prepared by an exchange reaction with orthoester 13. These compounds, after treatment with trimethylsilyltriflate or tin(IV) chloride, gave rise to vinyl dioxolanylium cations which proved to be very reactive dienophils in various Diels-Alder reactions.

The solution structures of chiral Ti(4+) alkoxides. II. The roles of diolate basicity and side-chain binding group polarity

With a view to reproduce the structures in solution of the Katsuki-Sharpless catalyst (the dimeric complex formed by homochiral diisopropyl tartrate with Ti(OiPr)4), five C2-symmetric chiral 2,3-butanediols, related to L-threitol but