Tetrahedron letters

Rapid, highly efficient and stereoselective deoxygenation of epoxides by ZrCl 4/NaI

H Firouzabadi, N Iranpoor, M Jafarpour

Index: Firouzabadi, Habib; Iranpoor, Nasser; Jafarpour, Maasoumeh Tetrahedron Letters, 2005 , vol. 46, # 23 p. 4107 - 4110

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Citation Number: 35

Abstract

In the course of our research on new applications of ZrCl 4 in organic synthesis, we have explored its use as an effective catalyst for highly chemoselective transthioacetalization of acetals. 15 Very recently, we have employed ZrCl 4 /NaI as an efficient reagent for chemoselective iodination of alcohols. 16 Now, we introduce ZrCl 4 /NaI as an expedient reagent for immediate and stereospecific deoxygenation of epoxides to olefins in excellent yields (Scheme 1).