This article describes a new synthetic utility of silyl ethers, the lithiation of
which leads to an alkyl group migration from the silyl ether to the carbonyl group
of the amide in the ortho position, forming a ketone. Additionally, the combination of the well-established
anionic Fries rearrangement of lithiated carbamates to give hydroxyamides is discussed
herein.
Key words
alkylation - hydroxyketone - rearrangement - α-silyl carbanions - synthetic methods
