Synthesis and Structure Revision of the C43-C67 Part of Amphidinol 3
Synthesis and Structure Revision of the C43-C67 Part of Amphidinol 3
复制标题
DOI：
10.1021/ol401176a
复制
发表时间：
2013-06-07
期刊：
影响因子：
5.2
通讯作者：
Oishi, Tohru
中科院分区：
文献类型：
--
作者：
Ebine, Makoto;Kanemoto, Mitsunori;Oishi, Tohru
通过不对称氧化和Julia - Kocienski烯基化反应，从一个对应于 amphidinol 3（AM3）的四氢吡喃部分的通用中间体出发，实现了amphidinol 3的C43 - C67部分及其C51差向异构体的立体选择性合成。通过比较合成样品的核磁共振数据与AM3的核磁共振数据，AM3的C51绝对构型从R修订为S。
Stereoselective synthesis of the C43-C67 part of amphidinol 3 (AM3) and its C51-epimer was achieved starting from a common intermediate corresponding to the tetrahydropyran moiety of AM3, via asymmetric oxidations and Julia-Kocienski olefination. By comparing NMR data of the synthetic specimens with those of AM3, the absolute configuration at C51 of AM3 was revised from R to S.