Synthetic strategies of marine polycyclic ethers via intramolecular allylations: linear and convergent approaches.
Synthetic strategies of marine polycyclic ethers via intramolecular allylations: linear and convergent approaches.
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DOI：
10.1021/ar040118a
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发表时间：
2005-05
影响因子：
18.3
通讯作者：
I. Kadota;Yoshinori Yamamoto
中科院分区：
文献类型：
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作者：
I. Kadota;Yoshinori Yamamoto
综述了分子内烯丙基化合成多环醚的策略。烯丙基锡烷与醛的分子内缩合反应是合成氧杂环庚烷衍生物的有力工具。该反应已成功地应用于半短鞭螺毒素B（2）的迭代全合成。此外，α-乙酰氧基醚的分子内烯丙基化反应为多环醚的收敛合成提供了一种有效的方法。后一种策略的有用性在甘比洛尔的收敛全合成中得到证明（4）。
Strategies for the synthesis of polycyclic ethers based on intramolecular allylations are overviewed. The intramolecular condensation of allylic stannanes and aldehydes is a powerful tool for the synthesis of oxepane derivatives. The reaction is successfully applied to the iterative total synthesis of hemibrevetoxin B (2). Further, the intramolecular allylation of alpha-acetoxy ethers provides an efficient method for the convergent synthesis of polycyclic ethers. The usefulness of the latter strategy is demonstrated in the convergent total synthesis of gambierol (4).