Structural determination of montanacin D by total synthesis.
Structural determination of montanacin D by total synthesis.
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全合成法测定 montanacin D 的结构。
DOI：
10.1021/ol801576z
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发表时间：
2008
期刊：
影响因子：
5.2
通讯作者：
H. Koshino
中科院分区：
文献类型：
--
作者：
Shunya Takahashi;Yayoi Hongo;Y. Tsukagoshi;H. Koshino
首次报道了乙偶素3及其4S，8 R-异构体的全合成。关键步骤涉及带有四氢吡喃内酯的α，β-不饱和酮与四氢呋喃衍生物的分子间复分解。化合物3具有与天然montanacin D一致的光谱和物理数据，表明天然产物的绝对构型如3所示。
The first total syntheses of acetogenin 3 and its 4 S,8 R-isomer are described. The key step involves intermolecular metathesis of an alpha,beta-unsaturated ketone carrying a tetrahydropyranyl lactone with a tetrahydrofuran derivative. Compound 3 has spectroscopic and physical data consistent with those of natural montanacin D, suggesting that the absolute configuration of the natural product is as shown in 3.