Tetrahedron Letters

Tandem isomerization–lactonization of olefinic fatty acids using the Lewis acidic ionic liquid, choline chloride· 2ZnCl 2

S Akula, PP Kumar, RBN Prasad, S Kanjilal

Index: Akula, Shivaraju; Kumar, Pandari Phani; Prasad, Rachapudi B.N.; Kanjilal, Sanjit Tetrahedron Letters, 2012 , vol. 53, # 27 p. 3471 - 3473

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Citation Number: 7

Abstract

The tandem isomerization–lactonization of unsaturated fatty acids to their corresponding γ- lactones was carried out for the first time in the presence of a Lewis acidic ionic liquid, choline chloride· 2ZnCl2. The ionic liquid initially catalyzes the stepwise migration of the double bond along the carbon chain toward the carboxyl group at the Δ4 position, which subsequently undergoes lactonization resulting in the formation of γ-lactones. This one ...