Tetrahedron letters

Sequential Pd (0)-catalyzed reactions for the construction of multiple substituted furans. A short synthesis of the F 5 furan fatty acid 1a

T Bach, L Krüger

Index: Bach, Thorsten; Krueger, Lars Tetrahedron Letters, 1998 , vol. 39, # 13 p. 1729 - 1732

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Citation Number: 38

Abstract

4, 5-Dibromofurfural (1) undergoes a regioselective Pd (0)-catalyzed C C bond forming reaction at its C-5 position to yield the corresponding furans 3. The second bromine substituent in C-4 position can be substituted by a methyl group in a subsequent Pd (0)- catalyzed cross coupling reaction. The furan fatty acid 12 and its benzyl ester 13 were prepared in a short synthetic sequence using this method.