Total Synthesis of Gambierol

Total Synthesis of Gambierol
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DOI:
10.1021/ol9017408
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发表时间:
2009-10-01
期刊:
影响因子:
5.2
通讯作者:
Mori, Yuji
Mori, Yuji
中科院分区:
化学1区
文献类型:
--
作者:
Furuta, Hiroki;Hasegawa, Yuki;Mori, Yuji

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采用环氧乙烷基阴离子策略,以迭代方式实现了甘比尔醇的全合成。该路线的合成亮点包括在环氧化物上直接形成碳-碳,磺酰基辅助的6-内环化,以及四氢吡喃环到氧杂环庚烷的膨胀反应以锻造目标分子的多环结构。
The total synthesis of gambierol has been achieved utilizing an oxiranyl anion strategy in an iterative manner. Synthetic highlights of this route include direct carbon-carbon formation on epoxides, sulfonyl-assisted 6-endo cyclization, and expansion reaction of tetrahydropyranyl rings to oxepanes to forge the polycyclic architecture of the target molecule.