Synlett

Cu (II)-mediated one-pot alkoxide conjugate addition/radical cyclizations as a versatile method to highly functionalized tetrahydrofuran derivatives

U Jahn, D Rudakov

Index: Jahn, Ullrich; Rudakov, Dmytro Synlett, 2004 , # 7 p. 1207 - 1210

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Citation Number: 11

Abstract

Abstract The synthesis of highly functionalized 3-nitrotetrahydrofurans starting from allylic alcohols and nitroalkenes through an efficient CuCl 2-mediated tandem anionic/radical process is reported. The one-pot reaction consists of oxa-Michael addition/SET/radical 5-exo- cyclization-ligand transfer. Functionalization of the THF ring is facile and provides diverse substituted derivatives.