Tetrahedron

Synthesis of cicerfuran, an antifungal benzofuran, and some related analogues

SN Aslam, PC Stevenson, SJ Phythian, NC Veitch…

Index: Aslam, Shazia N.; Stevenson, Philip C.; Phythian, Sara J.; Veitch, Nigel C.; Hall, David R. Tetrahedron, 2006 , vol. 62, # 17 p. 4214 - 4226

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Citation Number: 165

Abstract

Routes were investigated for the synthesis of cicerfuran, a hydroxylated benzofuran from wild chickpea implicated in resistance to Fusarium wilt, and some of its analogues. A novel method is described for the synthesis of oxygenated benzofurans by epoxidation and cyclisation of 2′-hydroxystilbenes. The stilbene intermediates required could be synthesised by palladium-catalysed coupling of styrenes with mono-oxygenated aryl ...