Komblum oxidation limitations

There are some important limitations on the Komblum oxidation, however, as would be expected for a reaction relying on an 5n2 displacement as the first step. Secondary halides are prone to elimination under these conditions. Similarly, if the approach of the DMSO is hindered, e.g. by a 1,3-diaxial interaction, the oxidation proceeds poorly (equation 1). Overoxidation can also occur, at least in steroidal a-bromo ketones (Scheme 3). ... 

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See also in sourсe #XX -- [ ]

See also in sourсe #XX -- [ ]

See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ ]

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