Synthesis of the bioactive fungal natural product daldiquinone

被引：2
|
作者：
Ahmadli, Dilgam [1 ]
Turkmen, Yunus Emre [1 ,2 ]
机构：
[1] Bilkent Univ, Fac Sci, Dept Chem, TR-06800 Ankara, Turkey
[2] Bilkent Univ, UNAM Natl Nanotechnol Res Ctr, Inst Mat Sci & Nanotechnol, TR-06800 Ankara, Turkey
来源：
TETRAHEDRON LETTERS | 2022年 / 100卷
关键词：
Daldiquinone; Naphthoquinones; Natural products; Suzuki-Miyaura coupling; Total synthesis; MANSONONE-E; DALESCONOL; HALOARENES; OXIDATION; QUINONES; PHENOLS;
D O I：
10.1016/j.tetlet.2022.153877
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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%). (C) 2022 Elsevier Ltd. All rights reserved.
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页数：3
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