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

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

Aslam, Shazia N., Stevenson, Philip C., Phythian, Sara J., Veitch, Nigel C. and Hall, David R. (2006) Synthesis of cicerfuran, an antifungal benzofuran, and some related analogues. Tetrahedron, 62 (17). pp. 4214-4226. ISSN 0040-4020 (doi:10.1016/j.tet.2006.02.015)

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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 20-hydroxystilbenes. The stilbene intermediates required could be synthesised by palladium-catalysed coupling of styrenes with mono-oxygenated aryl halides but not with di-oxygenated aryl halides. Stilbenes corresponding to the latter were synthesised by Wittig reactions

Item Type: Article
Uncontrolled Keywords: Cicerfuran, Arylbenzofuran, palladium-catalysed coupling, Wittig reaction
Subjects: S Agriculture > S Agriculture (General)
Q Science > Q Science (General)
Q Science > QD Chemistry
S Agriculture > SB Plant culture
Faculty / Department / Research Group: Faculty of Engineering & Science > Natural Resources Institute
Faculty of Engineering & Science > Natural Resources Institute > Agriculture, Health & Environment Department
Related URLs:
Last Modified: 11 Nov 2011 12:06
Selected for GREAT 2016: None
Selected for GREAT 2017: None
Selected for GREAT 2018: None
URI: http://gala.gre.ac.uk/id/eprint/3158

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