A general methodology for the enantioselective synthesis of 1-substituted tetrahydroisoquinoline alkaloids

dc.contributor.author
Amat Tusón, Mercedes
dc.contributor.author
Elias, Viviane
dc.contributor.author
Llor Brunés, Núria
dc.contributor.author
Subrizi, Fabiana
dc.contributor.author
Molins i Grau, Elies
dc.contributor.author
Bosch Cartes, Joan
dc.date.issued
2020-06-04T16:52:40Z
dc.date.issued
2020-06-04T16:52:40Z
dc.date.issued
2010-07-12
dc.date.issued
2020-06-04T16:52:40Z
dc.identifier
1434-193X
dc.identifier
https://hdl.handle.net/2445/164357
dc.identifier
579166
dc.description.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.
dc.format
10 p.
dc.format
application/pdf
dc.language
eng
dc.publisher
Wiley-VCH
dc.relation
Versió postprint del document publicat a: https://doi.org/10.1002/ejoc.201000473
dc.relation
European Journal of Organic Chemistry, 2010, vol. 2010, num. 21, p. 4017-4026
dc.relation
https://doi.org/10.1002/ejoc.201000473
dc.rights
(c) Wiley-VCH, 2010
dc.rights
info:eu-repo/semantics/openAccess
dc.source
Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)
dc.subject
Alcaloides
dc.subject
Lactames
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Síntesi asimètrica
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Alkaloids
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Lactams
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Asymmetric synthesis
dc.title
A general methodology for the enantioselective synthesis of 1-substituted tetrahydroisoquinoline alkaloids
dc.type
info:eu-repo/semantics/article
dc.type
info:eu-repo/semantics/acceptedVersion


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