Abstract
Towards the synthesis of the novel natural product Agariblazeispirol C, (5aR*,11bR*)-9-methoxy-3,8,11b-trimethyl-5,6,7,11b-tetrahydro-1H-pentaleno[1,6a-a]naphthalen-4(2H)-one, C20H24O2, has been prepared at a key stage of the preparative programme. The structure shows the desired stereochemical outcome of the central cyclization protocol, viz. a syn-relationship between the aliphatic methyl group on the 11b-position and the methylene group on the 5a-position [C-C-C-C = -34.57 (18)degrees].
| Original language | English |
|---|---|
| Pages (from-to) | 473-474 |
| Number of pages | 2 |
| Journal | Acta Crystallographica Section C: Crystal Structure Communications |
| Volume | 66 |
| DOIs | |
| Publication status | Published - Sep 2010 |
Fingerprint
Keywords
- alpha-carbonyl radicals
- formal total-synthesis
- beta-cedrene
- cyclization
- cedrone
Cite this
Kennedy, A. R., Kerr, W. J., Paterson, L. C., & Sutherland, A. (2010). A tetrahydropentaleno[1,6a-a]naphthalen-4(2H)-one of defined relative stereochemistry for use towards Agariblazeispirol C. Acta Crystallographica Section C: Crystal Structure Communications, 66, 473-474. https://doi.org/10.1107/S0108270110031781