Son Jung Beom, Hwang Min-ho, Lee Wonsun, Lee Duck-Hyung
Department of Chemistry, Sogang University, Shinsoo-dong 1, Mapo-gu, Seoul 121-742, Korea.
Org Lett. 2007 Sep 27;9(20):3897-900. doi: 10.1021/ol7015115. Epub 2007 Sep 8.
Enantioselective synthesis of 2, a revised structure for (-)-clavosolide B, was accomplished by a convergent approach, where syn-selective aldol, hydroxy-directed cyclopropanation, Mitsunobu inversion, Schmidt-type glycosylation, and macrolactonization reactions were utilized as key reactions. Comparison of 1H and 13C NMR spectra and optical rotation measurement confirmed the relative and absolute stereochemistry of clavosolide B (2).
通过汇聚方法完成了对2（(-)-克拉伏索利德B的修订结构）的对映选择性合成，其中顺式选择性羟醛缩合、羟基导向的环丙烷化、光延反转、施密特型糖基化和大环内酯化反应被用作关键反应。1H和13C NMR光谱的比较以及旋光度测量确定了克拉伏索利德B（2）的相对和绝对立体化学。
