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Title: | A general methodology for the enantioselective synthesis of 1-substituted tetrahydroisoquinoline alkaloids |
Author: | Amat Tusón, Mercedes Elias, Viviane Llor Brunés, Núria Subrizi, Fabiana Molins i Grau, Elies Bosch Cartes, Joan |
Keywords: | Alcaloides Lactames Síntesi asimètrica Alkaloids Lactams Asymmetric synthesis |
Issue Date: | 12-Jul-2010 |
Publisher: | Wiley-VCH |
Abstract: | Starting from tricyclic lactam 2 , which is easily accessible by cyclocondensation of δ‐oxoester 1 with (R )‐phenylglycinol, a three‐step synthetic route to enantiopure 1‐substituted tetrahydroisoquinolines, including 1‐alkyl‐, 1‐aryl‐, and 1‐benzyltetrahydroisoquinoline alkaloids, as well as the tricyclic alkaloid (-)‐crispine A, has been developed. The key step is a stereoselective α‐amidoalkylation reaction using the appropriate Grignard reagent. |
Note: | Versió postprint del document publicat a: https://doi.org/10.1002/ejoc.201000473 |
It is part of: | European Journal of Organic Chemistry, 2010, vol. 2010, num. 21, p. 4017-4026 |
URI: | http://hdl.handle.net/2445/164357 |
Related resource: | https://doi.org/10.1002/ejoc.201000473 |
ISSN: | 1434-193X |
Appears in Collections: | Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica) Articles publicats en revistes (Institut de Biomedicina (IBUB)) |
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579166.pdf | 319.49 kB | Adobe PDF | View/Open |
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