Youtor
Rubottom Oxidation
>> YOUR LINK HERE: ___ http://youtube.com/watch?v=nIJ3E1wzXYI
The Rubottom Oxidation is the alpha-hydroxylation of carbonyl compounds by the reaction between silyl enol ethers and peroxyacids. • Reaction mechanism: • 1. Formation of the silyl enol ether. • 2. Oxidation of the silyl enol ether with the peroxyacid generates a silyloxy oxirane intermediate. • 3. The epoxide ring opens under acidic conditions to yield an oxocarbenium ion. • 4. The oxocarbenium ion undergoes 1,4-silyl migration to give a silyloxy ketone. (Brook Rearrangement.) • 5. The silyloxy ketone is then hydrolyzed to the product. • References: • NROChemistry: https://nrochemistry.com/rubottom-oxi...
#############################
