Stereospecific synthesis of erythro cinchona alkaloids from secologanin
โ Scribed by Richard T Brown; Dale Curless
- Publisher
- Elsevier Science
- Year
- 1986
- Tongue
- French
- Weight
- 198 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
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.
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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
## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a โFull Textโ option. The original article is trackable v
Part One -- Cinchona Alkaloid Derivatives As Chirality Inducers In Metal-catalyzed Reactions -- Part Two -- Cinchona Alkaloid Derivatives As Chiral Organocatalysts -- Part Three -- Organic Chemistry Of Cinchona Alkaloids -- Part Four -- Cinchona Alkaloid And Their Derivatives In Analytics. Edited By
**CinchonaโAlkaloide. Totalsynthese von Cinchonamin**. โ __Zusammenfassung__. Zwei verschiedene Wege zur Totalsynthese des CinchonaโAlkaloids Cinchonamin (**1**) und seines C(2)โEpimers (**24**) werden beschrieben. Als Ausgangsmaterial diente synthetisch hergestelltes NโBenzoylmerochinen (**2**) ode