Total synthesis of uvaricin
Total synthesis of uvaricin
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DOI：
10.1021/jo980453a
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发表时间：
1998-08-21
影响因子：
3.6
通讯作者：
Keinan, E
中科院分区：
文献类型：
--
作者：
Yazbak, A;Sinha, SC;Keinan, E
天然存在的（+）-葡萄素的第一个全合成是使用三个连续的Sharpless不对称二羟基化（AD）反应以区域和对映选择性控制的方式将必要的氧官能团置于“裸”碳骨架上来实现的。通过威廉姆森型醚化反应，在官能化的二甲磺酸酯中间体上构建了合适的双-THF环体系。
The first total synthesis of naturally occurring (+)-uvaricin was achieved using three consecutive Sharpless asymmetric dihydroxylation (AD) reactions to place the necessary oxygen functions on a "naked" carbon skeleton in a regio- and enantioselectively controlled manner. The appropriate bis-THF ring system was constructed using a Williamson type etherification reaction on a functionalized bis-mesylate intermediate.