Abstract
We report herein a concise total synthesis of streptovertidione, and its transformation to streptovertidine A and formicapyridine A through a bioinspired pyridination. This strategy features: (1) a one-pot Ti(O-iPr)4-mediated photoenolization/Diels-Alder (PEDA) reaction/oxidative aromatization sequence for the construction of gem-dimethyl-anthracenone, a naturally occurring antibiotic pharmacophore; (2) a late-stage pyridination based on the biosynthetic hypothesis. This efficient route supports the preparation of other formicapyridines and derivatives.
| Original language | English |
|---|---|
| Pages (from-to) | 4239-4242 |
| Number of pages | 4 |
| Journal | Chemical Communications |
| Volume | 58 |
| Issue number | 26 |
| DOIs | |
| State | Published - 7 Mar 2022 |