Tetrahedron

Reactions of t-butyl peresters—III: Cuprous bromide-catalyzed reaction of peresters with ethers

G Sosnovsky

Index: Sosnovsky,G. Tetrahedron, 1961 , vol. 13, p. 241 - 246

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Citation Number: 23

Abstract

Aliphatic and cyclic ethers react smoothly with t-butyl peracetate and t-butyl perbenzoate at 67–90° in the presence of cuprous bromide. The first products of this reaction are the acyloxy derivatives of the ethers, which are unstable under the chosen experimental conditions and decompose to the corresponding carboxylic acids and unsaturated ethers. Thus, 2, 3-dihydrofuran was prepared from 2-benzoyloxytetrahydrofuran in a 66% yield. ...