Rudloff reagent

See also the Lemieux-von Rudloff Reagent, where catalytic KMn04 is used in place of 0s04 ... 

Li et al. developed a simple and versatile strategy for converting hydrophobic rare earth nanophosphors into water-soluble and carboxylic acid-functionalized analogues. The surface oleic acid ligands could be directly oxidized by the Lemieux-von Rudloff reagent, and the modified NCs kept the excellent luminescence and were further used as DNA labels (Figure 77) (Chen et al., 2008c). 

Figure 1339 Surface ligand oxidation strategy for synthesis of functionalized oleic acid-capped UCNPs. (a) Direct oxidization with the Lemieux-von Rudloff reagent and (b) epoxidation and further coupling with mPEG-OH.

In order to introduce an (z-glycol moiety at positions 5 and 6, pregnenolone acetate (234) was treated with the Lemieux-von Rudloff reagent. Instead of the expected glycol, a mixture of 5, 6)3-epoxide (235), triol (236), and diol (237)... 

Periodate-Permanganate oxidation [1, 810-812, at end]. In carrying out the oxidation of (R)-(+)-citronellol (8) to the 6-hydroxy-4-methylhexanoic acid (9) by the Lemieux-von Rudloff reagent, Overberger and Kaye16 used acetone-water as the medium in order to conduct the oxidation at a higher concentration. 

Scheme 2 Schematic illustration of a ligand oxidation process. Surface capping oleic acid molecules were oxidized by a Lemieux-von Rudloff reagent. (Reproduced with permission from Ref 58. Copyri t (2008) American Chemical Society.)...

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