Enantioselective total synthesis of (-)-clavosolide B
Enantioselective total synthesis of (-)-clavosolide B
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DOI：
10.1021/ol7015115
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发表时间：
2007-09-27
期刊：
影响因子：
5.2
通讯作者：
Lee, Duck-Hyung
中科院分区：
文献类型：
--
作者：
Son, Jung Beom;Hwang, Min-ho;Lee, Duck-Hyung
对映体选择性地合成了(-)-棒内酯B的新结构--2，其中关键反应包括羟醛缩合反应、羟基导向的环丙烷化反应、Mitsunobu反转反应、Schmidt型糖基化反应和大内酯反应。~(1)H和~(13)C核磁共振谱的比较和旋光度测定证实了棒状内酯B(2)的相对和绝对立体化学。
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 (1)H and (13)C NMR spectra and optical rotation measurement confirmed the relative and absolute stereochemistry of clavosolide B (2).