See Triphenyltin

Biolase Brands. See Amylase Biolys 60. See L-Lysine Biomatrix . See Hyaluronic acid bioMeT 204. See Triphenyltin fluoride bioMeT 430/45, bioMeT TBTF. See Tributyltin fluoride... 

Fluorotributylstannane. See Tributyltin fluoride Fluorotrichloromethane. See Trichlorofluoromethane Fluorotriphenylstannane. See Triphenyltin fluoride... 

The wide variety of methods available for the synthesis of orga-noselenides,36 and the observation that the carbon-selenium bond can be easily cleaved homolytically to give a carbon-centered radical creates interesting possibilities in organic synthesis. For example, Burke and coworkers have shown that phenylselenolactone 86 (see Scheme 16), produced by phenylselenolactonization of y,S-unsaturated acid 85, can be converted to free radical intermediate 87 with triphenyltin hydride. In the presence of excess methyl acrylate, 87 is trapped stereoselectively, affording compound 88 in 70% yield 37 it is noteworthy that the intramolecular carbon-carbon bond forming event takes place on the less hindered convex face of bicyclic radical 87. 

In addition, Kozuka and Lewis measured the tritium isotope effect for the reaction between the n -hexyl, the 2-hexyl and the 2-methy 1-2-pentyl radicals with triphenyltin hydride and triphenyltin hydride-t see the last three entries in Table 11. The isotope effect of 2.55 found for the triphenyltin hydride-w-hexyl radical reaction was slightly smaller... 

Methylbis( r-peroxo)rhenium oxide hydrate, 0497 Triethyltin hydroperoxide, 2583 Trimethylsilyl hydroperoxide, 1330 Triphenyltin hydroperoxide, 3758 See also alkyl trialkyllead peroxides... 

Reductive coupling of carbonyls to alkenes Titanium(IV) chloride-Zinc, 310 of carbonyls to pinacols Titanium(III) chloride, 302 Titanium(IV) chloride-Zinc, 310 of other substrates Samarium(II) iodide, 270 Reductive cyclization 2-(Phenylseleno)acrylonitrile, 244 Tributylgermane, 313 Tributyltin hydride, 316 Triphenyltin hydride, 335 Trityl perchlorate, 339 Reductive hydrolysis (see Hydrolysis) Reductive silylation Chlorotrimethylsilane-Zinc, 82... 

Spiroannelation Boron trifluoride etherate, 43 Triphenyltin hydride, 335 Stork-enamine reaction (see Alkylation reactions)... 

Triphenylpyrilium perchlorate, 3833 Triphenylsilyl perchlorate, 3744 Triphenyltin hydroperoxide, 3752 Triphosgene, see Trichloromethyl carbonate, 1039b Triphosphorus pentanitride, 4770 Tripotassium hexafluoroferrate(3-), 4353 Tripropylaluminium, 3209 Tripropylantimony, 3215... 

Bis(methylcyclopentadienyl)peroxoniobium chloride, 3516 Bis(triethyltin) peroxide, 3575 Dicyclopentadienylperoxyniobium chloride, 3265 Diethylhydroxytin hydroperoxide, 1757 Di(hydroperoxy)trimethylantimony(V), 1329 Methylbis(ri2-peroxo)rhenium oxide hydrate, 0494 Triethyltin hydroperoxide, 2578 Trimethylsilyl hydroperoxide, 1326 Triphenyltin hydroperoxide, 3752 See also ALKYL TRIALKYLLEAD PEROXIDES... 

There was an absence of cardiovascular effects in rats, mice and dogs administered triphenyltin hydroxide in the diets for periods of from 4 to 104 weeks (NCI 1978b Sachsse et al. 1987 Tennekes et al. 1989a, 1989b) (see Section 2.2.2.8). 

Triphenyltin hydroxide caused dose-related cystoid changes in the pars intermedia of the pituitary gland for male and female mice administered this compound for 52 or 104 weeks at doses of 0.3-6.2 mg/kg/day (Tennekes et al. 1989a). Up to 40% of the males and 80% of the females were affected at 52 weeks by the highest dose. At the end of 104 weeks, 72.3% of the high dose males and 55.6% of the females exhibited the cystoid changes. The lower incidence in females at 104 weeks related to a high early mortality from fatal pituitary adenomas (see Section 2.2.2.8). 

Selenides are also nucleophilic and produce isolable selenonium salts (9) when treated with alkyl halides. They are easily oxidized to selenoxides (10) and further to selenones (11) under more forcing conditions (see Section 4). Reduction of selenides to the corresponding hydrocarbons is most conveniently achieved with nickel boride,or with tri-n-butyl- or triphenyltin hydride under radical conditions. " Other reagents for reductive deselenization include Raney nickel, lithium triethylborohydride, and lithium in ethylamine (Scheme 4). Benzylic selenides undergo radical extrusion reactions under thermal or photolytic conditions to produce... 

Aromatic systems need to be activated towards nucleophilic attack to enable halogen exchange to occur (see Chapter 9) and the sulphonyl group has been employed as a disposable activating group [45] (Figure 3.3b). Addition of triphenyltin fluoride is claimed to be beneficial [46]. 

Preparation of the 2-deoxy- -glycoside 47 with triphenyltin hydride The thionocarbonate 46 (0.1 mmol) [see Eq. (19)] was diluted with anhydrous toluene and AIBN was added (0.025 mmol as a standard solution in toluene). The reaction mixture was purged with argon and then heated to 110°C for 5 min, after which triphenyltin hydride (0.2 mmol) was added dropwise as a solution in toluene. The reaction mixture was heated for 1 h, cooled, and purified by placing the entire reaction mixture on a 2 x 16-cm column of silica gel. Elution with 85 15 hexanes-ethy acetate afforded 0-(3,4,6-tri-0-benzyl-2-deoxy-(3-D-glucopyranosyl)-(l—>6)-l,2 3,4-di-0-isopropylidene-a-D-galactopyranose 47 [see Eq (19)] in 90% yield and as a clear liquid [a] -45.1° (c 0.57, CHCy. 

When EtZnCl is used instead of Et2Zn in these hydrostannolyses with Ph3SnH, and under the same conditions, selective hydrostannolysis of the Zn—C bond occurs to form (triphenyltin)zinc chloride complexes (see Table 1) ... 

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