Encyclopedia of Reagents for Organic Synthesis 2006
DOI: 10.1002/047084289x.rr009.pub2
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Ruthenium(VIII) Oxide

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“…We reasoned that the use of a more powerful oxidant could overcome the slow oxidation of the sterically encumbered sulfonium salt. Ruthenium tetroxide 16 has been applied to the oxidation of many organic functionalities and, after optimisation of the classical Sharpless conditions (RuCl 3 , MeCN-CCl 4 -H 2 O), 17 we found that with 40 mol% of RuCl 3 and 7.5 equivalents of NaIO 4 , triisopropylsulfoxonium could be prepared, after recrystallisation from MeOH-Et 2 O, in 76% yield 18 (Scheme 1).…”
mentioning
confidence: 99%
“…We reasoned that the use of a more powerful oxidant could overcome the slow oxidation of the sterically encumbered sulfonium salt. Ruthenium tetroxide 16 has been applied to the oxidation of many organic functionalities and, after optimisation of the classical Sharpless conditions (RuCl 3 , MeCN-CCl 4 -H 2 O), 17 we found that with 40 mol% of RuCl 3 and 7.5 equivalents of NaIO 4 , triisopropylsulfoxonium could be prepared, after recrystallisation from MeOH-Et 2 O, in 76% yield 18 (Scheme 1).…”
mentioning
confidence: 99%