89708-79-2

Upstream product

• 1516-28-5 allyl (p-tolyl)sulfide 
• 190448-84-1 (1S,5R,7R)-10,10-Dimethyl-4-((R)-toluene-4-sulfinyl)-3-thia-4-aza-tricyclo[5.2.1.0^1,5]decane 3,3-dioxide 
• 1730-25-2 allylmagnesium bromide 
• 106-45-6 para-thiocresol 
• 32018-21-6 2-[(4-methylphenyl)sulfanyl]ethyl phenyl sulfone 
• 556-56-9 allyl iodid 
• 1308833-65-9 1-methyl-4-[(2-(phenylsulfonyl)ethyl)sulfinyl]benzene 
• 10439-23-3 4-methylbenzenesulfinyl chloride 
• 2622-05-1 allylmagnesium bromide 

Downstream Products

• 110366-48-8 (E)--3-<3-(p-tolylsulfinyl)-2-propen-1-yl>cycloheptanone 
• 110366-50-2 -1-<(E)-3-(p-tolylsulfinyl)-2-propen-1-yl>-2-cyclohepten-1-ol 
• 110416-49-4 <3(S),S(R)>-2-oxo-4-<(E)-3-(p-tolylsulfinyl)-2-propen-1-yl>tetrahydrofuran 
• 110416-49-4 (R)-4-[(E)-3-((R)-Toluene-4-sulfinyl)-allyl]-dihydro-furan-2-one 
• 110366-41-1 -3-(benzyloxy)-4-<(E)-3-(p-tolylsulfinyl)-2-propen-1-yl>cyclopentanone 
• 110366-46-6 (E)--1-<3-(p-tolylsulfinyl)-2-propen-1-yl>-7,7-dimethylbicyclo<3.3.0>octan-3-one 
• 110366-53-5 Acetic acid (S)-2-methyl-3-((E)-3-p-tolylsulfanyl-allyl)-cyclopent-1-enyl ester 
• 110416-47-2 <3(S),S(R)>-1-acetoxy-2-methyl-3-<(E)-3-(p-tolylsulfinyl)-2-propen-1-yl>-1-cyclopentene 
• 1235994-36-1 (+)-(1E,3Z)-5,5-difluoro-1-[(R)-p-tolylsulfinyl]octa-1,3,7-trien-4-amine 
• 1235994-43-0 (+)-methyl 6-(1,1-difluorobut-3-enyl)-4-[(R)-p-tolylsulfinylmethyl]-1,4-dihydropyridin-3-carboxylate 
• 1235994-44-1 (+)-ethyl 6-(1,1-difluorobut-3-enyl)-2-ethoxycarbonyl-4-[(R)-p-tolylsulfinylmethyl]-1,4-dihydropyridin-3-carboxylate 
• 1235994-45-2 (+)-ethyl 6-(1,1-difluorobut-3-enyl)-4-[(R)-p-tolylsulfinylmethyl]-1,4-dihydropyridin-3-carboxylate 
• 1235994-35-0 (+)-(2Z,4E)-1,1-difluoro-1-phenyl-5-[(R)-p-tolylsulfinyl]penta-2,4-dien-2-amine 
• 1235994-39-4 (+)-methyl 6-[difluoro(phenyl)methyl]-4-[(R)-p-tolylsulfinylmethyl]-1,4-dihydropyridin-3-carboxylate 

Relevant academic research and scientific papers

Organocatalytic asymmetric synthesis of sulfoxides from sulfenic acid anions mediated by a cinchona -derived phase-transfer reagent

Preliminary results concerning a conceptually novel route to chiral sulfoxides based on the asymmetric alkylation of sulfenate salts with alkyl halides mediated by a chiral phase-transfer catalyst are described. As a representative example, o-anisyl methyl sulfoxide was produced in 96% yield and with an enantiomeric excess of 58% using commercial cinchonidinium derivative 2a.

Vanadium-catalyzed enantioselective oxidation of allyl sulfides

The enantioselective oxidation of allyl sulfides with a vanadyl complex of 3,5-diiodosalicylidene tert-leucinol as a catalyst and aqueous hydrogen peroxide as an oxidant afforded chiral allyl sulfoxides with high enantioselectivities of up to 97.3% ee and moderate yields.

Asymmetric synthesis of chiral sulfoxides and sulfinimines by using N-sulfinylsultam

Bornane-10,2-sultam 1 is stereoselectively converted by DMAP-assisted sulfinylation to diastereomerically pure (2R)-N-[(R)-p-tolylsulfinyl]-bornane-10,2-sultam 2 in 77% yield. The crystalline sulfinylating agent 2 reacts with a variety of nucleophiles to afford sulfoxides 3 and sulfinimines 5 in excellent yields and enantioselectivities.

ASYMMETRIC SYNTHESIS OF CHIRAL SULFOXIDES VIA MICROBIAL OXIDATION OF SULFIDES

Incubation of alkyl aryl and allyl aryl sulfides with growing cells of Corynebacterium equi IFO 3730 gave the corresponding optically active sulfoxides with high enantiomeric excess.