66536-78-5

Upstream product

• 1200-13-1 1-(p-tolylsulfanyl)propan-2-one 
• 83859-12-5 N,N-Dimethyl-N'-[1-methyl-2-((R)-toluene-4-sulfinyl)-eth-(E)-ylidene]-hydrazine 
• 1519-39-7 (R)-methyl p-tolyl sulfoxide 
• 141-78-6 ethyl acetate 
• 5056-07-5 (S)-methyl p-tolyl sulfoxide 
• 75-05-8 acetonitrile 
• 1517-82-4 (1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate 
• 1517-82-4 (-)-menthyl p-toluenesulfinate 
• 56742-98-4 1-<(4-methylphenyl)sulphinyl>propan-2-one 
• 106353-39-3 Methyl 3-oxo-4-<(R)-p-tolylsulfinyl>butyrate 

Downstream Products

• 136680-14-3 (E)-6,10-Dimethyl-1-((R)-toluene-4-sulfinyl)-undeca-5,9-dien-2-one 
• 139696-94-9 (+)(R) 1-(p-tolylsulfinyl) 5-heptene 2,4-dione 
• 136680-15-4 (5E,9E)-6,10,14-Trimethyl-1-((R)-toluene-4-sulfinyl)-pentadeca-5,9,13-trien-2-one 
• 145627-30-1 (S)-(+)-3-p-toluenesulfinyl-6,6,10-trimethyl-3,9-undecadien-2-one 
• 113002-29-2 R_S-1-methyl-2-(2,2-dimethyl-1,2-dioxolanyl)-2-p-tolylsulfinyl-1-ethanone 
• 155861-95-3 tert-Butyl (+)-(R)-2-methyl-3,6,8-trioxo-9-(p-toluenesulfinyl)nonanoate 
• 5381-93-1 (4S)-4-hydroxy-4-phenylbutan-2-one 
• 5381-93-1 (4R)-4-hydroxy-4-phenylbutan-2-one 
• 106353-47-3 (R)-4-hydroxyhexan-2-one 
• 181185-39-7 (S)-4-hydroxyhexan-2-one 
• 144782-45-6 Benzyl-[1-methyl-2-((R)-toluene-4-sulfinyl)-eth-(E)-ylidene]-amine 
• 127642-05-1 6-Iodo-1-((R)-toluene-4-sulfinyl)-hexan-2-one 
• 157660-33-8 (Rs)-3-endo-methyl-3-exo-(p-tolylsulfinyl)methyl-2,4-dioxa-cis-bicyclo<3.3.0>octane 
• 157611-55-7 (Rs)-3-exo-methyl-3-endo-(p-tolylsulfinyl)methyl-2,4-dioxa-cis-bicyclo<3.3.0>octane 

Relevant academic research and scientific papers

The synthesis of chiral β-ketosulfoxides by enantioselective oxidation and their stereocontrolled reduction to β-hydroxysulfoxides

Various chiral non-racemic β-ketosulfoxides, a class of compounds frequently used in asymmetric synthesis, were prepared in good yields by tert-butyl hydroperoxide oxidation of the corresponding sulfides in the presence of a complex between titanium and (

Highly enantiomeric purity conversion of α-sulfinyl oximes and α-sulfinyl hydrazones to the corresponding β-keto sulfoxides with butyltriphenylphosphonium periodate (BUTPPPI)

Butyltriphenylphosphonium periodate (Ph3P+BuIO 4-)1 is readily prepared as a white solid from butyltriphenylphosphonium chloride, performs conversion of α-sulfinyl oximes (2) and α-sulfinyl hydrazones (4) to the

A new and general synthesis of chiral β-ketosulfoxides by reaction of (+)-(R)-methyl p-tolyl sulfoxide with nitriles

The nitrile functional group is efficiently transformed into the β-ketosulfoxide moiety by reaction with the anion formed from (+)-(R)-methyl p-tolyl sulfoxide and aqueous acidic work-up of the reaction.

Alternative approach to the synthesis of optically active β-keto sulfoxides by furylhydroperoxides enantioselective oxidations

Enantiomerically enriched β-keto sulfoxides are obtainable by an alternative method to the classical reaction of the enantiomerically pure α- sulfinyl anion with esters or by Anderson's synthesis, through Sharpless modified kinetic resolution of racemic β-keto sulfoxides. High e.e.s are achieved by combining asymmetric oxidation and kinetic resolution using furylhydroperoxides as oxidants.

Studies on chiral organosulfur compounds. III. Lewis acid-catalyzed intramolecular asymmetric pericyclic reactions of chiral α-acetyl and methoxycarbonylvinylic sulfoxides

A chiral α-sulfinyl α,β-unsaturated ketone served as a good chiral diene or enophile in intramolecular Lewis acid-catalyzed asymmetric pericyclic reactions, giving hetero-Diels-Alder reaction products, together with ene reaction products in some cases, in

Synthetic studies on spiroketal natural products. IV. A stereoselective synthesis of (3S,5S,6R,9R,R(S))-3-benzyloxymethyl-9-hydroxymethyl-5-(p-tolyl)sulfin yl-1,7-dioxaspiro[5.5]undecane, a key intermediate for talaromycins

A dioxaspiro compound (4), a common intermediate for the synthesis of talaromycin A (1) and (-)-talaromycin B (2), was synthesized by two routes utilizing two kinds of asymmetric recognition of prochiral 1,3-diols controlled by sulfinyl chirality, that is, firstly by acid promoted diastereoselective C-O bond fission of the bicyclic acetal (7) to give the dihydropyran derivative (6), which has an S-hydroxymethyl group at the C3-position (7 → 6), and secondly by diastereoselective intramolecular Michael addition of the diol (5), in which the three chiral centers at C5, C6, C9 were constructed in one step (5 → 4).

Synthesis of optically active β,γ-diketo-p-tolylsulfoxides

Chiral β,γ-diketo-p-tolylsulfoxides were prepared in high yields by three different methods: 1,3-diketone dianions on menthyl (-)(S) p-tolylsulfinate, methyl (+)(R) p-tolylsulfoxide anion on β-ketoester and finally (+)(R) p-tolylsulfinyl 2-propanone dianion on carboxylic ester,

1,3-Asymmetric Induction in the Reduction of α-Alkyl β-Ketosulfoxides with DIBAL/ZnBr2

The highly stereoselective reduction of chiral α-alkyl β-ketosulfoxides with DIBAL/ZnBr2 is governed by the configuration at the sulfur (1,3-induction) and not by that of the C-α (1,2-induction) as it has been previously reported.This fact considerably in

Enantioselective oxidation of sulphides to sulphoxides in the presence of bovine serum albumin

In situ generated dioxiranes oxidize a series of prochiral sulphides to the corresponding sulphoxides with enantiomeric excess (e.e.) up to 89%, when bovine serum albumin (BSA) is used as chiral auxiliary. The degree of enantioselectivity, as well as yield and reaction times, depend upon the nature of the dioxirane. These are compared with enantioselectivities attainable for the same transformations by using peroxomonosulfate alone, i.e. in the absence of ketone. In the oxidation of prochiral keto sulphides (wherein the carbonyl functionality serves as precursor of dioxirane) with peroxomonosulfate, optically active keto sulphoxides are isolated in satisfactory chemical and optical yield (up to e.e. 84%).