Laboratory of Organic Chemistry, Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa, Nagoya 464-8601, Japan.
Chem Commun (Camb). 2013 Dec 11;49(95):11221-3. doi: 10.1039/c3cc46949b. Epub 2013 Oct 23.
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.
角黄素毒素是一种异常功能化的天然产物,由一个前所未有的氧杂硫杂环戊烷[3.3.1]壬烷环系统组成,具有醋酸盐、磷酸盐、酰胺、羧酸和胺基团以及六个连续的不对称中心。角黄素毒素的全功能化核心结构是从三-O-乙酰-D-半乳糖醛酸以高度立体选择性的方式合成的。