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Total synthesis of (+)-nankakurines A and B and (plusmn)-5-epi-nankakurine A
- Source :
- Journal of Organic Chemistry. Nov 19, 2010, Vol. 75 Issue 22, 7519-7534
- Publication Year :
- 2010
-
Abstract
- The first total syntheses of the Lycopodium alkaloids (+)-nankakurine A, (+)-nankakurine B and the originally supported structure of nankakurine A is feature a demanding intramolecular azomethine imine cycloaddition as the key step is reported. The reaction generated the octahydro-3,5-ethanoquinoline moiety and installed the correct relative configuration at the spiropiperidine ring juncture.
- Subjects :
- Alkaloids -- Chemical properties
Alkaloids -- Structure
Club-mosses -- Composition
Clubmosses -- Composition
Ring formation (Chemistry) -- Analysis
Heterocyclic aromatic compounds -- Structure
Heterocyclic aromatic compounds -- Chemical properties
Quinoline -- Structure
Quinoline -- Chemical properties
Schiff bases -- Chemical properties
Biological sciences
Chemistry
Subjects
Details
- Language :
- English
- ISSN :
- 00223263
- Volume :
- 75
- Issue :
- 22
- Database :
- Gale General OneFile
- Journal :
- Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- edsgcl.243006878