Department of Chemistry and Biochemistry, The University of Texas, Austin, Texas 78712, USA.
J Am Chem Soc. 2010 Nov 10;132(44):15528-30. doi: 10.1021/ja107926f.
The synthesis of isokidamycin, which represents the first total synthesis of a bis-C-aryl glycoside natural product in the pluramycin family, has been completed. The synthesis features the use of a silicon tether as a disposable regiocontrol element in an intramolecular Diels-Alder reaction between a substituted naphthyne and a glycosyl furan and a subsequent O→C-glycoside rearrangement.
异开得霉素的全合成工作已经完成，它代表了普兰霉素家族中第一个双 C-芳基糖苷天然产物的全合成。该合成的特点是在取代萘并炔与糖苷呋喃的分子内 Diels-Alder 反应中使用硅链作为可抛弃的区域控制元件，以及随后的 O→C-糖苷重排。
