Total synthesis of the nonadjacently linked bis-tetrahydrofuran acetogenin bullatanocin (squamostatin C).

Total synthesis of the nonadjacently linked bis-tetrahydrofuran acetogenin bullatanocin (squamostatin C).
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非邻接连接的双四氢呋喃 acetogenin bullatanocin (squamostatin C) 的全合成。

DOI:
10.1021/jo049955g
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发表时间:
2004
期刊:
The Journal of organic chemistry.
影响因子:
--
通讯作者:
Mootoo,DavidR
Mootoo,DavidR
中科院分区:
--
文献类型:
--
作者:
Zhu,Lei;Mootoo,DavidR

文献摘要

被引文献

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报道了非邻位连接的双四氢呋喃乙酰基大黄素的全合成方法。该合成策略是一种基于三组分、两个单四氢呋喃和一个丁烯内酯前体的模块化合成策略,以烯烃的交叉歧化和Wittig烯化反应为链段偶联反应。该合成确定了天然产物的结构,其收敛的设计使其对模拟合成特别有吸引力。
The total synthesis of the nonadjacently linked bis-THF acetogenin bullatanocin (squamostatin C) is described. The synthetic strategy is a modular one based on three components, two mono-THF alkenes and a butenolide precursor, and the olefin cross-metathesis and Wittig olefination as the segment-coupling reactions. The synthesis confirms the structure of the natural product, and its convergent design makes it especially attractive for analogue synthesis.