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A versatile tandem retro-[1,4]-Brook rearrangement-condensation reaction of o-bromoacetophenone silyl enol ethers

✍ Scribed by Bogdan M. Comanita; Simon Woo; Alex G. Fallis


Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
246 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis


The retro-[1,4]-Brook rearrangement (also referred to as the West or silyl-Wittig rearrangement) has been employed with acetophenone silyl enol ethers to allow regiospecific migration of the silicon from oxygen to the ortho position of the aromatic ring. The enolate that results from this process may be reacted directly with various electrophiles.