Short Access to the Aromadendrane Family: Highly Efficient Stereocontrolled Total Synthesis of (±)-Cyclocolorenone and (±)-$\alpha$-Gurjunene.
(±)-Cyclocolorenone (I), an aromadendrane, was prepd. stereoselectively in seven steps in 10.8-12.5 {%} overall yield from the com. available tropylium cation via key intermediate II, which was used as a general and efficient precursor to bicyclo[5.3.0]decane sesquiterpenes. (±)-$\alpha$-Gurjunene (III) was obtained through the efficient deoxygenation of (±)-I, constituting therefore the first total synthesis of this natural product in eight steps from the tropylium cation. (© Wiley-VCH Verlag GmbH {&} Co. KGaA, 69451 Weinheim, Germany, 2009). [on SciFinder(R)]
Références
- Titre
- Short Access to the Aromadendrane Family: Highly Efficient Stereocontrolled Total Synthesis of (±)-Cyclocolorenone and (±)-$\alpha$-Gurjunene.
- Type de publication
- Article de revue
- Année de publication
- 2009
- Auteurs
- Calancea, Mihaela, Carret Sébastien, and Depres Jean-Pierre.
- Revue
- European J. Org. Chem.
- Pagination
- 3134–3137, S3134/1–S3134/11
- ISSN
- 1434-193X
Soumis le 12 avril 2018