Synthesis of the bioactive fungal natural product daldiquinone

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2024-05-19
Date
2022-05-19
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Source Title
Tetrahedron Letters
Print ISSN
0040-4039
Electronic ISSN
1873-3581
Publisher
Elsevier Ltd
Volume
100
Issue
Pages
153877- 1 - 153877- 3
Language
English
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Abstract

We report the first total synthesis of the biologically active fungal natural product daldiquinone (5), which was accomplished with a longest linear sequence of 8 steps in 41% overall yield. The construction of the unsymmetrical binaphthalene core was realized by a Suzuki-Miyaura cross-coupling in 88% yield on gram scale. Oxidation of naphthol 17 with IBX afforded the key naphthoquinone intermediate 18 in high yield (92%).

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