Concise Diastereoselective Total Synthesis of (±)-Parvistemonine A
Concise Diastereoselective Total Synthesis of (±)-Parvistemonine A
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DOI：
10.1055/s-0040-1707283
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发表时间：
2020-09
期刊：
影响因子：
2
通讯作者：
K. Sugita;Rintaro Matsuo;Ayumu Miyashita;Motoi Kuwabara;S. Adachi;Akinobu Matsuzawa
中科院分区：
文献类型：
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作者：
K. Sugita;Rintaro Matsuo;Ayumu Miyashita;Motoi Kuwabara;S. Adachi;Akinobu Matsuzawa
以Mukaiyama-Michael加成、aza-Wittig反应、Paal-Knorr吡咯合成、酸催化环化和Mitsunobu反应为关键步骤，实现了(±)-Parviystonine A的非对映选择性全合成，最长的线性序列为10步，总收率19.6%。此外，还首次通过X-射线单晶分析证实了小白菊甲素的相对立体化学结构。
Abstract We have developed a concise diastereoselective total synthesis of (±)-parvistemonine A. By using a Mukaiyama–Michael addition, an aza-Wittig reaction, a Paal–Knorr pyrrole synthesis, an acid-mediated annulation, and a Mitsunobu reaction as key steps, we achieved a total synthesis in which the longest linear sequence was ten steps and the overall yield was 19.6%. Additionally, the relative stereochemistry of parvistemonine A was confirmed by X-ray crystallographic analysis for the first time.