Synthesis and structural reassignment of (+)-epicalyxin F
Synthesis and structural reassignment of (+)-epicalyxin F
复制标题
DOI：
10.1021/ol702200t
复制
发表时间：
2007-11-22
期刊：
影响因子：
5.2
通讯作者：
Rychnovsky, Scott D.
中科院分区：
文献类型：
--
作者：
Tian, Xia;Rychnovsky, Scott D.
我们通过化学合成确定了(+)-表盏花素F的结构。合成的苯并吡喃6经酸促进重排反应，确定其天然产物为(3S，5S，7R)-表胞苷F(22)。与天然产物的核磁共振谱和旋光度的比较证实了我们的指认，重新指配的结构与所提出的生物合成途径是相容的。
We have established the structure of (+)-epicalyxin F through chemical synthesis. An acid-promoted rearrangement of synthetic benzopyran 6 led to the identification of the natural product as (3S,5S,7R)-epicalyxin F (22). Comparison with NMR spectra and optical rotation of the natural product confirms our assignment, and the reassigned structure is compatible with the proposed biosynthetic pathway.