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https://hdl.handle.net/2445/164259| Title: | Stereoselective synthesis of cis-1,3-dimethyltetrahydroisoquinolines: formal synthesis of naphthylisoquinoline alkaloids |
| Author: | Amat Tusón, Mercedes Subrizi, Fabiana Elias, Viviane Llor Brunés, Núria Molins, Elies Bosch Cartes, Joan |
| Keywords: | Síntesi asimètrica Alcaloides Lactames Asymmetric synthesis Alkaloids Lactams |
| Issue Date: | Oct-2012 |
| Publisher: | Wiley-VCH |
| Abstract: | Starting from tricyclic lactam 2, which is easily accessible by cyclocondensation of -oxoester 1 with (R)-phenylglycinol, a three-step synthetic route to enantiopure 1-substituted tetrahydroisoquinolines, including 1-alkyl-, 1-aryl-, and 1-benzyl- tetrahydroisoquinoline alkaloids as well as the tricyclic alkaloid (-)-crispine A, has been developed. The key step is a stereoselective -amidoalkylation reaction using the appropriate Grignard reagent. |
| Note: | Versió postprint del document publicat a: https://doi.org/10.1002/ejoc.201200798 |
| It is part of: | European Journal of Organic Chemistry, 2012, vol. 2012, num. 28, p. 5491-5497 |
| URI: | https://hdl.handle.net/2445/164259 |
| Related resource: | https://doi.org/10.1002/ejoc.201200798 |
| ISSN: | 1434-193X |
| Appears in Collections: | Articles publicats en revistes (Institut de Biomedicina (IBUB)) Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica) |
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| File | Description | Size | Format | |
|---|---|---|---|---|
| 615888.pdf | 207.68 kB | Adobe PDF | View/Open |
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