Total Synthesis of (−)-Batrachotoxin Enabled by a Pd/Ag-Promoted Suzuki–Miyaura Coupling Reaction,Angewandte Chemie International Edition

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Total Synthesis of (−)-Batrachotoxin Enabled by a Pd/Ag-Promoted Suzuki–Miyaura Coupling Reaction
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2023-08-15 , DOI: 10.1002/anie.202309688
Yuuki Watanabe ₁ , Hisahiro Morozumi ₁ , Hiroyuki Mutoh ₁ , Koichi Hagiwara ₁ , Masayuki Inoue ₁

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Batrachotoxin is an extremely potent cardio- and neurotoxic steroidal alkaloid. Its 6/6/6/5-membered carbocyclic framework is functionalized with two double bonds, a six-membered hemiacetal, a seven-membered oxazepane, and a dimethylpyrrolecarboxy group. By a novel and simple convergent strategy involving Pd/Ag-promoted Suzuki–Miyaura coupling and Dieckmann condensation reactions, the total synthesis of batrachotoxin was realized in 22 steps.

中文翻译：

Pd/Ag 促进的 Suzuki-Miyaura 偶联反应实现 (−)-Batrachotoxin 的全合成

蝙蝠毒素是一种极强的心脏和神经毒性甾体生物碱。其 6/6/6/5 元碳环骨架由两个双键、一个六元半缩醛、一个七元氧杂氮杂环己烷和一个二甲基吡咯羧基官能化。通过一种新颖而简单的收敛策略，包括 Pd/Ag 促进的 Suzuki-Miyaura 偶联和 Dieckmann 缩合反应，只需 22 个步骤即可实现箭毒毒素的全合成。

更新日期：2023-08-15

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