Stereocontrolled Synthesis of the Oxathiabicylo[3.3.1]nonane Core Structure of Tagetitoxin.
Stereocontrolled Synthesis of the Oxathiabicylo[3.3.1]nonane Core Structure of Tagetitoxin.
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万寿菊毒素氧硫杂环[3.3.1]壬烷核心结构的立体控制合成。
DOI：
10.1039/c3cc46949b
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发表时间：
2013
期刊：
影响因子：
--
通讯作者：
T.
中科院分区：
文献类型：
--
作者：
Yamada;H.; Adachi;M.; Isobe;M.; Nishikawa;T.
万寿菊毒素是一种异常密集的功能化天然产物，由前所未有的氧硫杂双环[3.3.1]壬烷环系统组成，该系统具有乙酸酯、磷酸酯、酰胺、羧酸和胺基团以及六个连续的不对称中心。以高度立体选择性的方式从三-O-乙酰基-D-半乳糖合成了全功能化的万寿菊毒素核心结构。
Tagetitoxin is an unusually densely functionalized natural product, consisting of an unprecedented oxathiabicyclo[3.3.1]nonane ring system possessing acetate, phosphate, amide, carboxylic acid, and amine groups with six contiguous asymmetric centers. A fully functionalized core structure of tagetitoxin was synthesized from tri-O-acetyl-D-galactal in a highly stereoselective manner.