全合成
化学
邻接
戒指(化学)
天然产物
氧化磷酸化
立体化学
吲哚试验
组合化学
化学合成
有机合成
有机化学
催化作用
生物化学
体外
作者
Paul P. Sinclair,Richmond Sarpong
标识
DOI:10.1002/anie.202409139
摘要
Reported herein is the first total synthesis of the poly‐pseudoindoxyl natural product baphicacanthcusine A. The synthesis leverages the oxidative rearrangement of indoles to pseudoindoxyls to install vicinal pseudoindoxyl heterocycles in a diastereoselective manner. Key steps include an acid‐mediated cyclization/indole transposition, two diastereoselective oxidative ring contractions, and a site‐selective C–H oxygenation. The synthesis of the oxidation precursors was guided by recognition of an element of hidden symmetry. This work provides a foundation for the chemical synthesis of other poly‐pseudoindoxyl alkaloids.
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