Tetrahedron letters

A catlaytic tellurium process for the transposition of allylic hydroxyl groups and carbon-carbon double bonds

A Kumar, DC Dittmer

Index: Kumar, Archana; Dittmer, Donald C. Tetrahedron Letters, 1994 , vol. 35, # 31 p. 5583 - 5586

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Citation Number: 12

Abstract

Abstract As little as 0.1 molar equivalent of elemental tellurium in combination with excess (up to 3 molar equivalents) reducing agent (HOCH 2 SO 2 Na· 2H 2 O, NaBH 4, or LiEt 3 BH) effects the telluride-ion mediated transposition of allylic hydroxyl groups and carbon-carbon double bonds that proceeds via the epoxy tosylate. The workup is much more convenient than when a molar equivalent of tellurium is used.