抄録
Described herein is the first total synthesis of a marine isocyanide terpene, (±)-halichonadin C. Our synthetic strategy features nitrile-to-isocyanide interconversion utilizing hypervalent iodine-promoted Hofmann rearrangement. This approach led to successful construction of an isocyanide group at the stereochemically encumbered C-6 position in (±)-halichonadin C. Furthermore, in accord with a scenario we propose for the biosynthesis of halichonadins A-D, (±)-halichonadin C was transformed to halichonadins A and B via the missing link intermediate, halichonadin isocyanate.
本文言語 | English |
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ページ(範囲) | 1901-1906 |
ページ数 | 6 |
ジャーナル | Organic and Biomolecular Chemistry |
巻 | 22 |
号 | 9 |
DOI | |
出版ステータス | Published - 2024 2月 6 |
ASJC Scopus subject areas
- 生化学
- 物理化学および理論化学
- 有機化学