Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 19, Issue 15, Pages 4876-4882Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201204037
Keywords
asymmetric catalysis; domino reactions; palladium; total synthesis; Wacker oxidation
Categories
Funding
- Deutsche Forschungsgemeinschaft (DFG)
- Land Niedersachsen
- Volkswagenstiftung
- CaSuS Program
- Stiftung Stipendienfonds des Verbandes der Chemischen Industrie (VCI)
- Konrad Adenauer Stiftung
Ask authors/readers for more resources
For the synthesis of (-)-diversonol (ent-1), an enantioselective domino-Wacker/carbonylation/methoxylation reaction and an enantioselective Wacker oxidation were used to give the chroman in high yield and 96% and 93% ee, respectively. Dihydroxylation at the vinyl moiety using the Sharpless procedure and a Wittig-Horner reaction followed by hydrogenation, benzylic oxidation, and an intramolecular acylation provided the tetrahydroxanthenone, from which ent-1 is accessible in a few steps. Furthermore, the synthesis of the diastereomeric diversonol rac-1,9a-epi-diversonol (rac-41) is also described.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available