Tetrahedron

An enantioselective synthesis of (−)-4-hydroxy-6-methoxy-3a, 8a-dihydrofuro [2, 3-b] benzofuran: an advanced intermediate in the synthesis of (−)-aflatoxin B 1 and G …

JP Marino, KA Kieler, MW Kim

Index: Marino, Joseph P.; Kieler, Karen A.; Kim, Min-Woo Tetrahedron, 2011 , vol. 67, # 5 p. 837 - 841

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Citation Number: 3

Abstract

The Aflatoxins (Fig. 1), secondary metabolites of the fungus Aspergillus, are among the most potent carcinogens known to man. The fused dihydrobisfuran ring system of these mycotoxins contains an electron rich double bond that undergoes metabolic activation to an epoxide, which can then generate covalent lesions upon intercalation into double stranded DNA. 1 Recent reports on the preparation and use of the 8, 9-epoxide of Aflatoxin B1 by ...