Recent topics in total syntheses of natural dimeric naphthoquinone derivatives

• Published in: Tetrahedron letters Vol. 59; no. 3; pp. 224 - 230
• Main Authors: Kamo, Shogo, Kuramochi, Kouji, Tsubaki, Kazunori
• Format: Journal Article
• Language: English
• Published: Elsevier Ltd 17.01.2018
• Subjects: 1,4-Naphthoquinones; Dimerization; Natural product; Total synthesis; Natural product; 1,4-Naphthoquinones; Dimerization; Total synthesis
• ISSN: 0040-4039; 1873-3581
• DOI: 10.1016/j.tetlet.2017.12.040

[Display omitted] •This digest overviews successful synthetic approaches to natural dimeric 1,4-naphthoquinones.•Efficient and attractive synthetic methodologies to construct unique dimeric 1,4-naphthoquinone skeletons are reviewed.•This digest focuses on the proposed biosyntheses and the bioinspired total syntheses of natural dimeric 1,4-naphthoquinones. This digest overviews successful synthetic approaches to natural dimeric 1,4-naphthoquinones. Several natural dimeric 1,4-naphthoquinone derivatives have been isolated from natural sources including plants, bacteria, and fungi. They have diverse structures and attractive biological activities. However, it is difficult to construct the dimeric scaffolds efficiently and selectively, because 1,4-naphthoquinones and their derivatives are highly reactive. Efficient and attractive synthetic methodologies to construct unique dimeric 1,4-naphthoquinone skeletons are reviewed.