The Epoxy??Ramberg–Bäcklund Reaction (ERBR): A Sulfone??Based Method for the Synthesis of Allylic Alcohols

P Evans, P Johnson, RJK Taylor

Index: Evans, Paul; Johnson, Paul; Taylor, Richard J. K. European Journal of Organic Chemistry, 2006 , # 7 p. 1740 - 1754

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Citation Number: 13

Abstract

Abstract The epoxy-Ramberg–Bäcklund reaction (ERBR) is outlined, in which α, β-epoxy sulfones are converted into a range of mono-, di-and tri-substituted allylic alcohols, on treatment with base. Modification of this method enabled the preparation of enantio-enriched allylic alcohols following the diastereoselective epoxidation of enantio-enriched vinyl sulfones that were accessed efficiently from the chiral pool. The scope, optimisation and ...