dc.contributor.author
Amat Tusón, Mercedes
dc.contributor.author
Fabregat, Robert
dc.contributor.author
Griera Farres, Rosa
dc.contributor.author
Florindo, Pedro
dc.contributor.author
Molins i Grau, Elies
dc.contributor.author
Bosch Cartes, Joan
dc.date.issued
2019-01-17T12:49:45Z
dc.date.issued
2019-01-17T12:49:45Z
dc.date.issued
2010-03-31
dc.date.issued
2019-01-17T12:49:46Z
dc.identifier
https://hdl.handle.net/2445/127382
dc.description.abstract
The straightforward enantioselective construction of the hydroquinoline ring system from 1,5-polycarbonyl derivatives, using (R)-phenyglycinol as a chiral latent form of ammonia, is reported. The process mimics the key steps believed to occur in nature in the biosynthesis of amphibian decahydroquinoline alkaloids. Diastereodivergent routes to enantiopure cis-2,5-disubstituted decahydroquinolines, including the alkaloid pumiliotoxin C (cis-195A), are developed.
dc.format
application/pdf
dc.publisher
American Chemical Society
dc.relation
Versió postprint del document publicat a: https://doi.org/10.1021/jo1005894
dc.relation
Journal of Organic Chemistry, 2010, vol. 75, num. 11, p. 3797-3805
dc.relation
https://doi.org/10.1021/jo1005894
dc.rights
(c) American Chemical Society , 2010
dc.rights
info:eu-repo/semantics/openAccess
dc.source
Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)
dc.subject
Síntesi asimètrica
dc.subject
Síntesi orgànica
dc.subject
Asymmetric synthesis
dc.subject
Organic synthesis
dc.title
Biomimetic Construction of the Hydroquinoline Ring System. Diastereodivergent Enantioselective Synthesis of 2,5-Disubstituted cis-Decahydroquinolines
dc.type
info:eu-repo/semantics/article
dc.type
info:eu-repo/semantics/acceptedVersion
