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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
Asymmetric synthesis
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:
It is part of: European Journal of Organic Chemistry, 2012, vol. 2012, num. 28, p. 5491-5497
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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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