Protecting‐Group‐Free Total Synthesis of (-)‐Boscartin A in 3 Steps from (-)‐Boscartin F via Wharton Reaction

Protecting‐Group‐Free Total Synthesis of (-)‐Boscartin A in 3 Steps from (-)‐Boscartin F via Wharton Reaction
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通过 Wharton 反应从 (-)-Boscartin F 分 3 步无保护基全合成 (-)-Boscartin A

DOI:
10.1002/ejoc.202201366
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发表时间:
2022
影响因子:
2.8
通讯作者:
Sugita Kazuyuki
Sugita Kazuyuki
中科院分区:
化学3区
文献类型:
--
作者:
Kamo Shogo;Kasamatsu Akihiko;Shiraiwa Junya;Matsuzawa Akinobu;Sugita Kazuyuki

文献摘要

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在本报告中,我们描述了 (−)-boscartin A 的首次全合成,这是一种具有 5/5/12 稠合三环结构的西松烷类化合物。通过立体选择性环氧化和沃顿反应等关键反应,从(−)-Boscartin F分三步得到(−)-Boscartin A,总产率46 %。
In this report, we described the first total synthesis of (−)‐boscartin A, a cembranoid featuring a 5/5/12‐fused tricyclic structure. Via the key reactions, including stereoselective epoxidation and Wharton reaction, (−)‐Boscartin A was obtained in three steps from (−)‐boscartin F, with 46 % overall yield.