Studies on the addition of allyl oxides to sulfonylallenes. Preparation of highly substituted allyl vinyl ethers for carbanionic Claisen rearrangements

SE Denmark, MA Harmata…

Index: Denmark, Scott E.; Harmata, Michael A.; White, Kathleen S. Journal of Organic Chemistry, 1987 , vol. 52, # 18 p. 4031 - 4042

Full Text: HTML

Citation Number: 56

Abstract

Thirty-five allyl vinyl ethers bearing an arylsulfonyl anion-stabilizing group have been prepared by addition of allylic alkoxides to (arylsulfony1) allenes. The allyl vinyl ethers are produced as either@,-punsaturated or a,@-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 ...