With sodium metaperiodate

Oxidation of 4 ten butylthiane (see Problem 16 23 for the structure of thiane) with sodium metaperiodate gives a mixture of two compounds of molecular formula CpHigOS Both products give the same sulfone on further oxidation with hydrogen peroxide What is the relationship between the two compounds ... 

Figure 1. Oxidation of 2-deoxy-D-glucose (6 10 4M) with sodium metaperiodate (6.6 10 SM) in 0.1N H2SO4 (curve A) and in unbuffered solution (curve...

Table I. Oxidation of Deoxy Sugars and Related Compounds (6 10 M) in 0.1 N H2SOu at +4°C. with Sodium Metaperiodate (6.6 10 sM).

Figure 3. Oxidation of (1 i.)-l,2,4/3,5-cyclohexanepentol (curve A minutes Curve C hours) and of (+)-quercitol (curve B minutes curve D hours) with sodium metaperiodate (c.f. Table I).

Figure 4. Periodate uptake (10f) and malonaldehyde formation (MA) during the oxidation of (1 d)-1,2,5/3,4-cyclohexanepentol with sodium metaperiodate...

Thioamsole, oxidation, by dinitrogen tetroxidc, 46, 80 by hydrogen peroxide, 46, 80 by lead tetraacetate, 46, 80 reaction with sodium metaperiodate to form methvl phenyl sulfoxide, 46,75... 

Desilylation of the major jjw-isomer, followed by oxidative cleavage with sodium metaperiodate, liberates the 3-hydroxy-2-methyl carboxylic acids. The immolative character of this method, i.e., the destruction of the chiral auxiliary reagent in the final glycol cleavage, is a drawback. 

Oxidation of phenyl hexyl sulphide with sodium metaperiodate gave also only a trace amount of the corresponding sulphoxide72. On the other hand, Hall and coworkers73 prepared benzylpenicillin and phenoxymethyl penicillin sulphoxides from the corresponding benzyl esters by oxidation with sodium metaperiodate in dioxane solution with a phosphate buffer. A general procedure for the synthesis of penicillin sulphoxides was reported later by Essery and coworkers74 which consists in the direct oxidation of penicillins or their salts with sodium metaperiodate in aqueous solution at pH 6.5-7.0. 1-Butadienyl phenyl sulphoxide 4475 and a-phosphoryl sulphoxides 4576 were also prepared by the same procedure. 

Pennington (1949) revealed the presence of polysaccharides by treating bacteria with sodium metaperiodate followed by staining with sulfitedecolorized basic fuchsin. In Bacillus cereus the polysaccharide was concentrated in the cytoplasmic membrane as well as in the cell wall. 

Stirling and Graff (1995) preferred treatment with sodium metaperiodate followed by heating on citrate buffer. Sections were treated by heating them with a hotplate at 95°C while they floated on 0.01 M citrate buffer (pH 6.0). Using this combination, the authors reported a high probe density and sections remained intact, with good ultrastructural detail. 

Nitrocyclohexadiene 93a reacted with 4.0 equivalents of cyclopentadiene in toluene at 110°C for 96 h, producing the 10-glyco-l-nitrotricyclo[5.2.2.02,6]undeca-3,8-diene 96a in 70% yield. Subsequent treatment with potassium carbonate in a methanol-water (9 1) solution followed by oxidative cleavage of the sugar side chain with sodium metaperiodate afforded aldehyde 96c. Reduction of the aldehyde with sodium borohydride produced alcohol 96d. 

Analogous oxidation of methyl 4,6-dihydrothieno[3,4-i]thiophene-2-carboxylate (134) leads to the 5,5-dioxide (135) (70%) hydrolysis and subsequent oxidation with sodium metaperiodate at 0° (cf. Leonard and Johnson ) results in 2-carboxy-4,6-dihydrothieno[3,4-i]thiophene-5-oxide (91) (74%). ... 

Hough343 described a synthesis of 2-deoxy-D-en/f/oopentose that was based on the reaction of 638 with allylmagnesium bromide, cis-hydroxylation of the product, and cleavage of the 1,2-diol system in 639 with sodium metaperiodate. Although a mixture of two dia-stereomers should have been formed, 2-deoxy-D-< n/f/iro-pentose was the main product of the reactions, a result consistent with expectations based on Cram s rule of 1,2-induction. 

M. Bengieser 20 and G. F. Rammelsberg obtained a yellow precipitate of mercurous periodate by treating a soln. of mercurous nitrate with sodium metaperiodate ... 

Swern oxidations have been performed using the PEG2000 bound sulfoxide 34 as a dimethylsulfoxide (DMSO) substitute (reaction 13).49-50 Several alcohols were efficiently oxidized to their aldehydes or ketones using this reagent, oxalyl chloride, and triethylamine. Precipitation of the polymer with cold diethyl ether and filtration through a pad of silica afforded the desired oxidized products in very good yields and purities. The reduced sulfide polymer could be reoxidized to sulfoxide 34 with sodium metaperiodate and used again in reactions with no appreciable loss in oxidation capacity. 

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