Dimethyl sulfoxide-Sulfur trioxide

Transformations of Methyl 5-0-Benzyl-2-0-methyl-/3-I)-glueofuranosidurono-6,3-lae-tone (86) to Dimethyl (Z,E)-2-Methoxy-5-(phenylmethoxy)-2,4-hexadienedioatevl (87). ( Elimination employing DBU b oxidation with silver oxide-sodium hydroxide followed by diazomethane esterification c acidic glycoside cleavage, oxidation by dimethyl sulfoxide-acetic anhydride with formation of 5-0-benzyl-2-0-methyI-D-glucaro-1,4 6,3-dilactone, elimination by using DBU, followed by short treatment with diazomethane d elimination by DBU with subsequent diazomethane esterification e sodium borohydride in hexamethylphosphoric triamide 1 catalytic oxidation followed by short treatment with diazomethane " dimethyl sulfoxide-sulfur trioxide-pyridine-triethylamine.150)... [Pg.223]

The cis- 1,2-glycols, obtainable from the parent aromatic hydrocarbon by osmium tetroxide hydroxylation, can be converted to the corresponding trans-1,2-glycols by oxidation-reduction, using a mixture of dimethyl sulfoxide, sulfur trioxide, and pyridine, followed by lithium aluminum hydride reduction. The trans- 1,2-glycols can be dehydrated to arene oxides using DMF-DMA as mentioned above. Benzo[a]pyrene 4,5-oxide (28) and 7,12-dimethylbenz[a]anthracene 5,6-oxide (30) have been prepared by this method in 68 and 80% yields, respectively.18... [Pg.74]

Dimethyl sulfoxide-oxalyl chloride, 215-216 Dimethyl sulfoxide-sulfur trioxide, 216 Dimethyl(2,4,6-tri-f-butylphenoxy)chlorosilanc. 217... [Pg.334]

Dimethyl sulfoxide-Chlorine, 200 Dimethyl sulfoxide-Sulfur trioxide, 200-201... [Pg.323]

Dimethyl sulfoxide-Sulfur trioxide [1, 309, before references]. The combination of DMSO and sulfur trioxide, in the form of the pyridine complex, in the presence of trimethylamine oxidizes primary and secondary alcohols in good yield to aldehydes and ketones, respectively.55 The reaction usually is complete within minutes and the products are isolated by acidification and precipitation with water. The reagent also oxidizes allylic alcohols to the corresponding a,fi-unsaturated carbonyl compounds. One advantage over the DMSO-DCC method is that the elaborate purification required when dicyclohexylurea is a product can be dispensed with. Testosterone, with a 17/3-hydroxyl group, was oxidized toA -androstene-3,17-dione very rapidly the 17-epimer required a period of 35 min. [Pg.359]

Related Reagents. Dimethyl Sulfoxide-Acetic Anhydride Dimethyl Sulfoxide-Dicyclohexylcarbodiimide Dimethyl Sulfoxide-Methanesulfonic Anhydride Dimethyl Sulfoxide-Oxalyl Chloride Dimethyl Sulfoxide-Phosgene Dimethyl Sulfoxide-Phosphorus Pentoxide Dimethyl Sulfoxide-Sulfur Trioxide/Pyridine Dimethyl Sulfoxide-Tiifluoroacetic Anhydride Dimethyl Sulfoxide-Triphosgene. [Pg.233]

Related Reagents. A/-Chlorosuccinimide-Dimethyl Sulfide Chromic Acid Dimethyl Sulfide-Chlorine Dimethyl Sulfoxide-Acetic Anhydride Dimethyl Sulfoxide-Dicyclo-hexylcarbodiimide Dimethyl Sulfoxide-Oxalyl Chloride Dimethyl Sulfoxide-Phosphorus Pentoxide Dimethyl Sulfoxide-Sulfur Trioxide/Pyridine Dimethyl Sulfoxide-Trifluoroacetic Anhydride Dimethyl Sulfoxide-Triphosgene Manganese Dioxide Pyridinium Chlorochromate Pyridinium Dichromate Ruthenium(rV) Oxide Silver(I) Carbonate on Celite 1,1,1-Triacetoxy-1,1-dihydro-1,2-benziodoxol-3( 1 H)-ons. [Pg.234]

Related Reagents. Borane-Pyridine Chlorine-Pyridine Copper(II) Sulfate-Pyridine Di-r-butyl Chromate-Pyridine Dimethyl Sulfoxide-Sulfur Trioxide/Pyridine Sulfur Trioxide-Pyridine. [Pg.562]

Related Reagents. Dimethyl Sulfoxide-Sulfur Trioxide/ Pyridine Sulfur Trioxide Sulfur Trioxide-1,4-Dioxane. [Pg.649]