Thirty-five allyl vinyl ethers bearing an arylsulfonyl anion-stabilizing group have been prepared by addition of allylic alkoxides to (arylsulfonyl)allenes. The allyl vinyl ethers are produced as either β,γ-unsaturated or α,β-unsaturated sulfones depending upon the substitution pattern of the allene and the reaction conditions. A wide variety of substitution patterns are available by using this method. Factors that control the position and stereochemistry of the vinyl ether double bond are discussed.
ASJC Scopus subject areas
- Organic Chemistry