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https://hdl.handle.net/2445/108026| Title: | Enantioselective synthesis of lepadins A D from a phenylglycinol-derived hydroquinolone lactam |
| Author: | Amat Tusón, Mercedes Pinto, Alexandre Griera Farres, Rosa Bosch Cartes, Joan |
| Keywords: | Alcaloides Lactames Compostos heterocíclics Síntesi asimètrica Alkaloids Lactams Heterocyclic compounds Asymmetric synthesis |
| Issue Date: | 21-Jul-2015 |
| Publisher: | Wiley-VCH |
| Abstract: | The marine alkaloids (-)-lepadins A-C and (+)-lepadin D, belonging to two diastereoisomeric series, were synthesized from an (R)-phenylglycinol-derived tricyclic lactam via a common cis-decahydroquinoline intermediate. Crucial aspects of the synthesis are the stereochemical control in the assembly of the cis-decahydroquinoline platform, in the introduction of the C2 methyl and C3 hydroxy substituents, and in the generation of the C5 stereocenter. |
| Note: | Versió postprint del document publicat a: https://doi.org/10.1002/chem.201501909 |
| It is part of: | Chemistry-A European Journal, 2015, vol. 21, num. 36, p. 12804-12808 |
| URI: | https://hdl.handle.net/2445/108026 |
| Related resource: | https://doi.org/10.1002/chem.201501909 |
| ISSN: | 0947-6539 |
| Appears in Collections: | Articles publicats en revistes (Institut de Biomedicina (IBUB)) Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica) |
Files in This Item:
| File | Description | Size | Format | |
|---|---|---|---|---|
| 655588.pdf | 1.22 MB | Adobe PDF | View/Open |
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