| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5213830 | Tetrahedron | 2016 | 5 Pages |
trans- and cis-Homojesterone (1 and 2, respectively), vinylogous analogs of jesterone, were isolated from Helminthosporium velutinum TS28. The relative configurational relationship between H-6 and H-7 was determined by comparing their 3JH-6/H-7 values with those of jesterones in literature, as well as with structurally related natural products. The relative configurations were confirmed by a remarkable magnetic shielding of the C1-methyl protons upon naphthoylation of 1. The naphthoylation also enabled us to determine the absolute configurations of 1 and 2 by a combination of conformational analyses and application of ECD exciton coupling theory.
Graphical abstractFigure optionsDownload full-size imageDownload high-quality image (125 K)Download as PowerPoint slide
