期刊
SYNTHESIS-STUTTGART
卷 51, 期 11, 页码 2305-2310出版社
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0037-1610867
关键词
marine natural products; terpenes; isocyanides; biosynthesis; Passerini reaction
资金
- Ministry of Education, Culture, Sports, Science and Technology (MEXT) [16K01916]
- Grants-in-Aid for Scientific Research [16K01916] Funding Source: KAKEN
A pathway is proposed for the biosynthesis of the unique homodimeric terpene, halichonadin H. The proposed biosynthetic pathway involves two key Passerini reactions of eudesmane-type terpene isocyanides. The Passerini reaction of a model terpene isocyanide and formaldehyde afforded an -hydroxy acetamide, which was further subjected to oxidation and a second Passerini reaction. This reaction sequence furnished an -hydroxy malonamide connected with two identical terpene units which is the identical structural motif found in halichonadin H.
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