Please use this identifier to cite or link to this item: http://hdl.handle.net/2445/108026
Title: Enantioselective synthesis of lepadins A D from a phenylglycinol-derived hydroquinolone lactam
Author: Amat Tusón, Mercedes
Pinto, Alexandre
Griera Farres, Rosa
Bosch Cartes, Joan
Keywords: Alcaloides
Lactames
Compostos heterocíclics
Síntesi asimètrica
Alkaloids
Lactams
Heterocyclic compounds
Asymmetric synthesis
Issue Date: 21-Jul-2015
Publisher: Wiley-VCH
Abstract: The marine alkaloids (-)-lepadins A-C and (+)-lepadin D, belonging to two diastereoisomeric series, were synthesized from an (R)-phenylglycinol-derived tricyclic lactam via a common cis-decahydroquinoline intermediate. Crucial aspects of the synthesis are the stereochemical control in the assembly of the cis-decahydroquinoline platform, in the introduction of the C2 methyl and C3 hydroxy substituents, and in the generation of the C5 stereocenter.
Note: Versió postprint del document publicat a: https://doi.org/10.1002/chem.201501909
It is part of: Chemistry-A European Journal, 2015, vol. 21, num. 36, p. 12804-12808
Related resource: https://doi.org/10.1002/chem.201501909
URI: http://hdl.handle.net/2445/108026
ISSN: 0947-6539
Appears in Collections:Articles publicats en revistes (Institut de Biomedicina (IBUB))
Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)

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