Examples:
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B. Zaje, J. Org. Chem. 1999, 64, 1902. |
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H.-F. Chang, B. P. Cho, J. Org. Chem. 1999, 64, 9051. |
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R. G. Harvey, P. P. Fu, C. Cortez, J. Pataki, Tetrahedron Lett. 1977, 3533. |
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R. B. Woodward, Jr., F. V. Brutcher, J. Am. Chem. Soc. 1958, 80, 209. |
1.9.8 N-Bromosuccinimide (NBS)
S. C. Virgil, Encyclopedia of Reagents for Organic Synthesis, John Wiley and Sons, Inc., L. A. Paquette, Ed., New York, 1995, 1, 768. |
NBS is mostly used as a brominating agent. It can also oxidize alcohols to aldehydes and ketones.
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Scheme 4 |
In the case of cholestane-3β,5α,6β-triol, chemoselective oxidation has been observed.
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Scheme 5 |