Jones oxidation protecting group sensitivity

Only very acid-sensitive protecting groups are hydrolyzed under the conditions of the Jones oxidation. When free alcohols result from the hydrolysis of very acid-sensitive protecting groups, they are in situ oxidized to ketones or carboxylic acids. 

Alkoxyalkyl protected alcohols remain unchanged under Jones oxidation, except those protected with the very acid-sensitive THP group.26,27b... 

Table 1.1. Sensitivity of Alcohol Protecting Groups to Jones Oxidation...

The sensitivity of some alcohol protecting groups to the acidic conditions of Jones oxidation allow the operation of one-pot reactions, in which deprotection of alcohols is followed by in situ oxidation to ketones. Some interesting synthetic applications of this principle are listed bellow ... 

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