Total Syntheses of (+)-Aquatolide and Related Humulanolides.

Total Syntheses of (+)-Aquatolide and Related Humulanolides.
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DOI:
10.1002/anie.201904404
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发表时间:
2019-06
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影响因子:
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通讯作者:
K. Takao;Hirotaka Kai;Ai Yamada;Yuuki Fukushima;Daisuke Komatsu;A. Ogura;Keisuke Yoshida
K. Takao;Hirotaka Kai;Ai Yamada;Yuuki Fukushima;Daisuke Komatsu;A. Ogura;Keisuke Yoshida
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文献类型:
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作者:
K. Takao;Hirotaka Kai;Ai Yamada;Yuuki Fukushima;Daisuke Komatsu;A. Ogura;Keisuke Yoshida

文献摘要

相似文献

通过仿生跨环[2+2]光环加成,实现了(+)-水环化合物的短而高效的全合成,并提供了由星形内酯构建5/5/4/8环体系的第一个例子。此外,该反应还得到了最初提出的水化物结构的5/4/4/7环体系。该策略合成了另外五种葎草内酯,(-)- asterisunolides A, C, D和I,以及(+)-tetradehydroasteriscanolide。
The short, efficient total synthesis of (+)-aquatolide was achieved by a biomimetic transannular [2+2] photocycloaddition, and provides the first example of constructing a 5/5/4/8-ring system from asteriscunolides. Furthermore, the reaction leading to a 5/4/4/7-ring system, the originally proposed structure of aquatolide, was also developed. This strategy achieved syntheses of five more humulanolides, (-)-asteriscunolides A, C, D, and I, and (+)-tetradehydroasteriscanolide.