Enantioselective Synthesis of a Diastereomer of Iriomoteolide-1a. What Is the Correct Structure of the Natural Product?
Enantioselective Synthesis of a Diastereomer of Iriomoteolide-1a. What Is the Correct Structure of the Natural Product?
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DOI：
10.1021/ol1011423
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发表时间：
2010-07-16
期刊：
影响因子：
5.2
通讯作者：
Yang, Fei
中科院分区：
文献类型：
--
作者：
Fang, Lijing;Yang, Jiong;Yang, Fei
描述了 iriomoteolide-1a 非对映异构体的对映选择性方法。重点介绍的是 Sml(2) 介导的复杂环状半缩酮的分子内还原环化方法。还具有乙炔化物-氯甲酸酯偶联策略。我们的结果表明 iriomoteolide-1a-1c 的结构需要仔细重新评估。
An enantioselective approach to a diastereomer of iriomoteolide-1a is described. Highlighted is a Sml(2)-mediated intramolecular reductive cyclization approach to complex cyclic hemiketals. An acetylide-chloroformate coupling strategy is also featured. Our results show that the structures of iriomoteolide-1a-1c require careful reassessment.