A short, diastereoselective synthesis of (t)-dihydrocinchonine (7) and (-l-dihydrocinchonidine (8) from their biogenetic precursor, secologanin (la), and lepidine has been achieved in 28% overall yield.
Synthesis of the monoterpene alkaloid bakankosin from secologanin
✍ Scribed by Lutz F. Tietze; Christoph Bärtels
- Publisher
- Elsevier Science
- Year
- 1989
- Tongue
- French
- Weight
- 479 KB
- Volume
- 45
- Category
- Article
- ISSN
- 0040-4020
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Pure enantiomers of two diastereomeric Aspidosperma alkaloid analogues antipodal at the spiro and adjacent centres have been prepared, as kinetic and thermodynamic products, respectively, in a biomimetic sequence via a secodine-like intermediate from a secologanin derivative and Kuehne's indolo-azep
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