Synthetic Studies on Amphirionin-5: Stereochemical Assignment/Reassignment of the C1-C9 Portion through Stereodivergent Synthesis
Synthetic Studies on Amphirionin-5: Stereochemical Assignment/Reassignment of the C1-C9 Portion through Stereodivergent Synthesis
复制标题
DOI：
10.1021/acs.orglett.5b03346
复制
发表时间：
2016-01-01
期刊：
影响因子：
5.2
通讯作者：
Sasaki, Makoto
中科院分区：
文献类型：
--
作者：
Kanto, Moemi;Sasaki, Makoto
以会聚和立体发散的方式合成了Amphirionin-5的C1-C12片段的四个非对映体。每种化合物的H-1和C-13 NMR数据与报道的天然产物的详细比较不仅导致C4/C5立体异构中心的相对构型的立体化学分配，而且还重新分配了Amphirionin-5的C9处的拟议相对构型。
Synthesis of four diastereomers of the C1-C12 fragment of amphirionin-5 has been achieved in a convergent and stereodivergent manner. Detailed comparison of the H-1 and C-13 NMR data of each compound with those reported for the natural product led to not only the stereochemical assignment of the relative configuration of the C4/C5 stereogenic centers but also reassignment of the proposed relative configuration at C9 of amphirionin-5.