Toward an enantioselective synthesis of (-)-zampanolide: preparation of the C9-C20 region.
Toward an enantioselective synthesis of (-)-zampanolide: preparation of the C9-C20 region.
复制标题
(-)-zampanolide 的对映选择性合成：C9-C20 区域的制备。
DOI：
10.1021/ol301383a
复制
发表时间：
2012
期刊：
影响因子：
5.2
通讯作者：
Taylor,RichardE
中科院分区：
文献类型：
--
作者：
Wilson,MatthewR;Taylor,RichardE
报道了微管稳定剂(−)-zampanolide的合成进展。2,6-顺式四氢吡喃环的构建是利用醚转移法结合分子内自由基环化反应完成的。C16-C20侧链的高效安装依赖于一锅交叉复分解/烯烃序列、Sharpless环氧化和乙烯基环氧化物的选择性还原。
Progress toward the synthesis of the microtubule-stabilizing agent, (−)-zampanolide, is reported. Construction of the 2,6-cis-tetrahydropyran ring was accomplished utilizingether transfermethodology in conjunction with an intramolecular radical cyclization reaction. Efficient installation of the C16–C20 side chain relied on a one-pot cross-metathesis/olefination sequence, Sharpless epoxidation, and selective reduction of a vinyl epoxide.